Category: 4132-48-3

These common heterocyclic compound, 4132-48-3, name is 4-Isopropylanisole, 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. Quality Control of 4-Isopropylanisole

Example 55; N-((1S, 2R)-1-(3,5-difluorobenzyl)-2-hydroxy-3-{[(4S)-6- isopropyl-3,4-dihydro-2H-chromen-4-yl] amino} propyl) acetamide; Step One; 6-isopropyl-2,3-dihydro-4H-chromen-4-one; A CH2C12 (350 ml) solution of 1-isopropyl-4-methoxy benzene (25 g, 166 mmol) and 3-chloro-propionly chloride (21 ml, 216 mmol), at r. t. , was treated with AlCl3 (33 g, 249 mmol) in 1-2 g portions over a 1 h period. Stirring was maintain at r. t. for 24 h at which time the mixture was poured onto crushed ice followed by the addition of 30 ml of conc. HC1. The mixture was diluted with 300 ml of CH2Cl2 and carefully washed (avoid emulsion) with 2 N NaOH. The organic layer was dried over MgSO4 and concentrated in vacuo a pale yellow oil. Flash chromatography (10% EtOAc/Heptanes) yields 6-isopropyl- 2,3-dihydro-4H-chromen-4-one (7.5 g, 24%).

The synthetic route of 4-Isopropylanisole has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; PHARMACIA & UP JOHN COMPANY; WO2005/95326; (2005); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 4132-48-3,Some common heterocyclic compound, 4132-48-3, name is 4-Isopropylanisole, molecular formula is C10H14O, 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.

A CH2CI2 (350 mL) solution of 1-isopropyl-4-methoxy benzene (25 g, 166 mmol) and 3-chloro-propionyl chloride (21 mL, 216 mmol), at room temperature, was treated with AIC13 (33 g, 249 mmol) in 1-2 g portions over a 1 h period. Stirring was maintained at room temperature for 24 h, then the mixture was poured onto crushed ice, and then conc. HCI (30 mL) was added. The mixture was diluted with CH2CI2 (300 mL), washed with 2 N NaOH, dried (magnesium sulfate), and concentrated in vacuo a pale yellow oil. Flash chromatography (10% EtOAc/Heptanes) yields 6-isopropyl-2, 3- dihydro-4H-chromen-4-one (7.5 g, 24%). Rf = 0.3. HRMS (ESI+) calc’d for C12Hl4O2 mlz 191. 1072 [M+H] + ; found 191.1071.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Isopropylanisole, its application will become more common.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2005/87714; (2005); A2;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 4132-48-3, 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. 4132-48-3, name is 4-Isopropylanisole, This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 4 To each of two-separate 22-L three-necked, round-bottomed reaction flasks equally equipped with thermometer, reflux condenser and mechanical stirrer, there were charged 1.3 Kg (7.4 moles) of 4-isopropylanisole (the product of Example 2) and 12.0 L of trifluoroacetic acid at ambient temperatures (ca. 20 C.) with constant agitation being maintained throughout the course of the entire addition step. This was then followed by the slow addition of 1.0 Kg (7.4 moles) of hexamethylenetetramine in small portions over a 50-minute period to the two well-stirred reaction mixtures now contained in each of the two-separate reaction flasks. The resulting reaction mixture in each flask then exothermed from 24 C. to 38 C. in each instance and was thereafter externally heated up to the reflux temperature of the reaction mixture at 81 C. The stirred and heated reaction mixture was next refluxed at this point for a period of 14 hours. Upon completion of this step, the trifluoroacetic acid solvent was removed from each of the two spent reaction mixtures via concentration under reduced pressure and each resulting residual oil was thereafter partitioned between 4 L of water and 4 L of hexanes. The pH of the two-phase system now contained in each flask was subsequently re-adjusted from a pH value of 0.5 to a value of pH 9.0 by adding thereto separate-3.8 L and 4.2 L portions of 6N aqueous sodium hydroxide solution, respectively. The basified two-phase systems were then allowed to settle and separate, and the two-separated aqueous layers were thereafter saved and subsequently washed with a fresh 2 L-portion of hexanes. The organic layers were next combined and subsequently backwashed with 3 L of water, followed by treatment with 200 g of activated charcoal and 400 g of anhydrous magnesium sulfate as drying agent. After removal of the latter two substances by means of suction filtration through celite, the resulting clear organic filtrate was subsequently concentrated in vacuo to give 2.0 Kg (72%) of crude aldehyde final product in the form of a dark residual oil. The latter material (1.8 Kg) was then purified by means of distillation in vacuo to ultimately afford 880 g (44%) of pure 2-methoxy-5-isopropylbenzaldehyde. The pure product was characterized by means of nuclear magnetic resonance (NMR) data. NMR Data: 1 H NMR(CD3 OD) delta1.05(d, 6H), 2.74(m, 1H), 3.75(s, 3H), 6.95(d, 1H), 7.35(dd, 1H), 7.35(dd, 1H), 7.5 1H, 10.23(s, 1H).

The chemical industry reduces the impact on the environment during synthesis 4-Isopropylanisole. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Pfizer Inc.; US5294744; (1994); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem