Month: April 2021

Application of 171290-52-1, These common heterocyclic compound, 171290-52-1, name is 3,5-Dimethoxyphenylacetylene, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

General procedure: To a solution of the azide intermediate (0.1 mmol) in 0.2 mL of DMFin a microwave tube, CuSO4 (0.05 mmol) diluted in 50.0 muL of water,sodium ascorbate (0.025 mmol) and the alkyne (0.2 mmol) were added.The tube was sealed and the solution was irradiated (70 C, 150 W) for10 min and, then, TLC analysis showed the complete consumption ofthe starting material. The reaction was diluted with 15 mL of brine,extracted with ethyl acetate (3×10 mL), dried by anhydrous Na2SO4and concentrated under reduced pressure. The resulting crude productwas purified by column chromatography on silica gel [hexane: ethylacetate, 60:40% (v/v)] yielding the expected product.

Statistics shows that 3,5-Dimethoxyphenylacetylene is playing an increasingly important role. we look forward to future research findings about 171290-52-1.

These common heterocyclic compound, 5473-01-8, name is 2-Bromo-6-methoxyaniline, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. name: 2-Bromo-6-methoxyaniline

To a cooled (in an ice bath) suspension of 6-bromo-2-anisidine (63.52 g, 0.314 mol) in concentrated hydrochloric acid (130 ml) was added dropwise a solution of sodium nitrite (22 g, 0.32 mol) in water (100 ml) while the temperature was kept below 5 °C. After stirring for a further 30 min at 4 °C the red solution of the diazo compound was filtered and to the filtrate the chilled solution of tin(II) chloride dihydrate (175 g, 0.78 mol) in concentrated hydrochloric acid (200 ml) was added dropwise while occasionally adding water (all together ca. 500 ml water were added), while hydrazine hexachlorostannane precipitated. The reaction mixture was allowed to warm to room temperature and stirred for 3 h, after which the product was filtered off, and washed with saturated brine once. The solid was dissolved by the careful addition to a chilled aqueous solution of 25percent sodium hydroxide (200 ml) containing ca. 40 g of potassium tartrate. The product was extracted with dichloromethane (4 .x. 50 ml). The combined organic layers were washed with 2 M NaOH and water, dried over MgSO4 and evaporated to give 59.4 g (87percent) of desired product as a tan solid. Mass spectrum, m/z (I rel., percent): 219 (9), 218 (95), 217(10), 216 (100), 203 (64), 201(74), 200 (83), 198 (80), 186 (39).

The synthetic route of 2-Bromo-6-methoxyaniline has been constantly updated, and we look forward to future research findings.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 5467-58-3, name is 1-Bromo-4-methoxynaphthalene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1-Bromo-4-methoxynaphthalene

An excess of 1.6 M n-BuLi in hexane(162 ml, 258 mmol) was added to a solution of 1-bromo-4-methoxynaphthalene(50.9 g, 215 mmol) in 800 ml dry tetrahydrofuran at -78 C. under N2. The reaction mixture was then maintained at 0 C. for 1 h before cooling to -78 C. Trimethylborate(35 g, 335 mmol) was added dropwise; the solution was then warmed slowly to room temperature and stirred for 24 h. 2N HCl (250 ml)was added and then the mixture was stirred for a further 1 h. The reaction mixture was extracted with ethyl acetate and water, dried with anhydrous magnesium sulfate, the solvent was evaporated in vacuo, and the residue was crystallized(n-hexane) to give the 4-methoxynaphthalen-1-ylboronic acid (31.8 g, 157 mmol, 61%) as a white solids.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Adding a certain compound to certain chemical reactions, such as: 768-70-7, name is 3-Ethynylanisole, belongs to ethers-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 768-70-7, Computed Properties of C9H8O

General procedure: A mixture of CuII(BAPTE)Cl2-[n-Bu4N]4[Mo6O18]2 (1mol%, 30mg) in H2O/DMSO (3mL, 1:10) was stirred for 10min. Then, the phenylacetylenes (1.3mmol), benzyl halide (1mmol), sodium azide (1.1mmol) and sodium ascorbate (5mol%) were added, and the resulting mixture was stirred at room temperature. The progress of the reaction was monitored by TLC (eluting with n-hexane/ethyl acetate, 1:1). At the end of the reaction, methanol (5mL) was added to precipitate the catalyst. The catalyst was recovered by centrifugation, washed with methanol and diethyl ether, and dried in vaccuo. The filtrates were concentrated and the pure product was obtained by thin layer chromatography.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Ethynylanisole, and friends who are interested can also refer to it.

Reference of 262587-05-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 262587-05-3 as follows.

A nitrogen-purged mixture of tris(dibenzylideneacetone)dipalladium(0) (0.0193 g, 0.021 mmol), and di-tert-butyl(2′,4′,6′-triisopropyl-3,4,5,6-tetramethyl-[1,1′-biphenyl]-2-yl)phosphine (0.0251 g, 0.052 mmol) in toluene (2.2 mL) was stirred for 20 minutes and then added to an nitrogen-purged mixture of methyl 3-cyclobutyl-4-[4-(morpholin-4-yl)piperidin-1-yl]-1H-pyrazolo[3,4-b]pyridine-6-carboxylate (0.1760 g, 0.441 mmol, E509), 1-bromo-3-(difluoromethoxy)benzene (0.1179 g, 0.529 mmol), and Cs2CO3 (0.2143 g, 0.658 mmol). The mixture was heated to 70 C overnight, diluted with water, extracted with DCM (3 x 8 mL), dried (Na2SO4), and concentrated. The residue was chromatographed on silica (30-60% EtOAc/DCM to 4% MeOH/DCM) and re-chromatographed (2.5-4% zPrOH/DCM) to give the titled compound. 1H NMR (400 MHz, DMSO-d6) delta ppm 8.28 – 8.16 (m, 2H), 7.58 (t, J = 8.2 Hz, 1H), 7.51 – 7.03 (m, 3H), 3.95 (dq, J = 18.1, 9.8, 8.5 Hz, 1H), 3.88 (s, 3H), 3.63 – 3.48 (m, 6H), 2.91 (t, J = 11.9 Hz, 2H), 2.53 – 2.48 (m, 4H), 2.46 – 2.28 (m, 2H), 2.12 – 1.88 (m, 4H), 1.63 (td, J = 13.1, 12.6, 6.4 Hz, 2H).

According to the analysis of related databases, 262587-05-3, the application of this compound in the production field has become more and more popular.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 707-07-3, name is (Trimethoxymethyl)benzene, A new synthetic method of this compound is introduced below., Formula: C10H14O3

General procedure: To a stirred solution of the respective N-carbamate protected aminoalcohol 1 (0.50 mmol, 1 equiv) in CH2Cl2 (10 mL, 0.05 M) were added BF3·OEt2 (50 muL, 0.050 mmol, 0.1 equiv or 150 muL, 0.15 mmol, 3 equiv, 1.0 M solution in CH2Cl2) and trimethyl orthobenzoate (0.13 mL, 0.75 mmol, 1.5 equiv) at r.t. The resulting mixture was stirred at r.t. under N2 until TLC showed complete conversion of the substrate. The reaction was quenched with sat. aq NaHCO3 and extracted with EtOAc(2 ×). The combined organic layers were washed with brine, dried(MgSO4), filtered, and concentrated in vacuo. The residue was purified by flash chromatography on silica gel (hexane/EtOAc) to give the desired product 2.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 92248-06-1, name is Bis(3-methoxyphenyl)amine, This compound has unique chemical properties. The synthetic route is as follows., category: ethers-buliding-blocks

To a solution of bis(3-methoxyphenyl)amine (1.15g, 5.00mmol) in THF (20mL) at RT was added sodium hydride (60% dispersion in mineral oil, 550mg, 13.8mmol). The suspension was heated to 75C and stirred for 30 min at this temperature. Iodomethane (0.716mL, 11.5mmol) was added within 5 min at 75C and the reaction mixture was continued to stir for 2 h at this temperature. The suspension was treated with water (20mL) and extracted with Et2O (3×65mL). The combined organic layer was dried over Na2SO4 and concentrated in vacuo. Column chromatography on silica gel with pentane:CH2Cl2 3:1 to 1:1 gave 3-methoxy-N-(3-methoxyphenyl)-N-methylaniline (1d) as a yellowish oil (979mg, 81%): Rf 0.64 (CH2Cl2 100%); numax (neat): 2938w, 2834w, 2338w, 1589s, 1489s, 1347w, 1279w, 1221m, 1169w, 1122w, 1046w, 766s, 708w, 631s; 1H NMR (500MHz, CDCl3) delta=7.15-7.19 (2H, m, C5H), 6.62 (2H, ddd, 3J 8.1, 4J 2.2, 0.8, C6H), 6.57-6.58 (2H, m, C2H), 6.52 (2H, ddd, 3J 8.2, 4J 2.5, 0.8, C4H), 3.76 (6H, s, OCH3), 3.29 (3H, s, NCH3); 13C NMR (125MHz, CDCl3) delta=160.5 (C3), 150.2 (C1), 129.8 (C5), 113.3 (C6), 106.7 (C4), 106.6 (C2), 55.2 (OCH3), 40.3 (NCH3); ESI-MS: m/z calcd. for C15H18NO2+ 244.1332 found 244.1330 [M+H+].

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 92248-06-1.

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 95970-05-1, name is 2,6-Dibromo-4-methoxyaniline, This compound has unique chemical properties. The synthetic route is as follows., category: ethers-buliding-blocks

A 250 mL round bottom flask equipped with a stir bar, Vigreux column and nitrogen inlet was charged with 2,6-dibromo-4-methoxy-phenylamine, (14 g, 50 mmol) and NMP, (80 mL). Copper cyanide, (18 g, 200 mmol) was then added at ambient temperature and the reaction was heated at 140 C oil bath temperature. The reaction was allowed left to stir for 24 h. The reaction was cooled, diluted with EtOAc, (1000 mL) and poured into 1000 mL of 10% ethylene diamine solution. The mixture was stirred vigorously for 2 h. The mixture was filtered through a pad of celite and washed with copious EtOAc (poor solubility) and the phases were split. The aqueous phase was extracted with EtOAc, (500 mL) (chi3), the combined EtOAc extracts were washed with water (500 mL), dried (Na2SO4), and the solvent was evaporated under reduced pressure. The material was passed through a pad of silica gel eluting with DCM-EtOAc (10% EtOAc). Amount obtained: 5.0 g, 29 mmol, 58% yield.

According to the analysis of related databases, 95970-05-1, the application of this compound in the production field has become more and more popular.

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 588-96-5, name is p-Bromophenetole, A new synthetic method of this compound is introduced below., name: p-Bromophenetole

(3) Dissolve 1 g of p-bromophenylethyl ether in 30 mL of 1,4-dioxane solution, add 1.2 equivalents of bis(pinacolato)diboron, 3 equivalents of potassium acetate, 5% equivalent of [1,1′-double (Diphenylphosphino)ferrocene]palladium dichloride was subjected to argon gas treatment at 80 C for 8 hours, and the product was obtained by column chromatography.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Application of 446-59-3, A common heterocyclic compound, 446-59-3, name is 2-Bromo-1-fluoro-3-methoxybenzene, molecular formula is C7H6BrFO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Intermediate 1-40fluoro-phenol (1-40)To a solution of 2-bromo-3-fluoroanisole [C.A.S. 935285-66-8] (1 g, 4.48) in DCM (2 mL), BBr3 (17.93 mL, 17.93 mmol) was added dropwise at 0C. The reaction was stirred 2 h at r.t. Then the excess of BBr3 was quenched dropwise with water at 0C, the organic layer was separated, dried (Na2S04), filtered and the solvent evaporated in vacuo to yield intermediate 1-40 (0.94 g, quant, yield) that was used as such in the next reaction step

The synthetic route of 446-59-3 has been constantly updated, and we look forward to future research findings.