Category: 24743-14-4

Application of 24743-14-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 24743-14-4 name is 3-(3-Methoxyphenyl)-1-propene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

1-Allyl-3-methoxybenzene (prepared in accordance with the reference [Journal of Organic Chemistry, 2013, vol. 78, p.9772-9780]; 2.44 g, 16.5 mmol) was dissolved in THF (19 mL), slowly added with 9-BBN (0.5M THF solution, 39.5 mL, 19.8 mmol), and stirred at room temperature for 2 hours. The reaction mixture was added with the compound obtained in (6.5 g, 18.1 mmol), K2CO3 (6.83 g, 49.3 mmol) and DMF (38mL), and then substituted with nitrogen. Subsequently, the mixture was added with [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complex with dichloromethane (672 mg, 0.823 mmol), and then stirred at 110C for 15 hours. The reaction mixture was cooled to room temperature, added with a saturated NH4Cl aqueous solution, and extracted with EtOAc. The organic layer was washed with brine, dried over sodium sulfate, filtered and concentrated under reduced pressure. The residue thus obtained was purified by silica gel chromatography to obtain the title compound (colorless oil, 3.49 g, 55% yield). (1343) 1H NMR (600 MHz, CDCl3) delta 8.09 (d, 1H), 7.21 (t, 1H), 7.00 (d, 1H), 6.79 (d, 1H), 6.76 – 6.74 (m, 2H), 3.92 (s, 3H), 3.80 (s, 3H), 2.76 (dd, 2H), 2.68 (t, 2H), 1.98 – 1.93 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(3-Methoxyphenyl)-1-propene, and friends who are interested can also refer to it.

Reference:
Patent; SK Chemicals Co., Ltd.; LEE, Ju Young; LEE, Jeong A; AHN, Jaeseung; RYU, Je Ho; HAN, Min-Young; YOO, Taekyung; SA, Joon Ho; KIM, Jae-Sun; (297 pag.)EP2963027; (2016); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Synthetic Route of 24743-14-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 24743-14-4 name is 3-(3-Methoxyphenyl)-1-propene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

EXAMPLE 1; Typical procedure for the stoichiometric conversion of alkenes to alkylene carbonates using NBS and DBU[0054] NBS (266 mg, 1.5 mmol) was added to a vial comprising a magnetic stirrer, and partially dissolved using water (1 ml_). DBU (0.35 ml_, 2.4 mmol) was added to the mixture using a syringe, followed by the immediate addition of the alkene (1.5 mmol). The reaction mixture was not stirred until the onset of the reaction. The vial was then placed in a stainless steal autoclave (Parr reactor) which was pressurized with CO2 at an overall pressure of 250 psi. The reactor was not purged prior to pressurization. The reaction temperature was maintained at about 40 to about 6O0C (depending on the nature of the alkene) using a Parr temperature controller. After 2-6 hours of reaction time (depending on the nature of the alkene), the reactor was cooled to room temperature and depressurized. Ethyl acetate (1 ml_) was used to extract the organic material. Following purification by flash chromatography, the product was characterized by 1H and 13C NMR. [0055]

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-(3-Methoxyphenyl)-1-propene, and friends who are interested can also refer to it.

Reference:
Patent; MCGILL UNIVERSITY; WO2008/34265; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 24743-14-4, The chemical industry reduces the impact on the environment during synthesis 24743-14-4, name is 3-(3-Methoxyphenyl)-1-propene, I believe this compound will play a more active role in future production and life.

Dihydroxylation of compound 36 (1.5 g, 10.1 mmol) with OsO4 followed the same method as adopted for 2 and the crude product 39 (1.73 g, 9.73 mmol, 91%) was used for the next step. mp 90-92 C. 1H NMR (400 MHz, CDCl3, delta): 7.22 (t, J = 7.7 Hz, 1H), 6.79 (m, 3H), 3.93 (m, 1H), 3.79 (s, 3H), 3.67 (m, 1H), 3.50 (m, 1H), 2.73 (m, 2H), 2.32 (m, 2H). 13C NMR (100.6 MHz, CDCl3, delta): 159.8, 139.3, 129.7, 121.6, 115.6, 115.1, 111.9, 72.9, 66.1, 55.2, 39.9. IR (neat): 3391, 2939, 2836, 1602, 1585, 1489, 1455, 1437, 1259, 1153, 1092, 1038, 781, 697 cm-1. EIMS (70 eV) m/z: 182.0 (M+, 27.6), 151.0 (21.2), 122.0 (100), 121.0 (44.8), 107.0 (24.7), 91.0 (11.8), 77.0 (20.7). HRMS-EI (m/z): M+ calcd for C10H14O3, 182.0943; found 182.0948.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 3-(3-Methoxyphenyl)-1-propene, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Tripathi, Subhankar; Chan, Ming-Huan; Chen, Chinpiao; Bioorganic and Medicinal Chemistry Letters; vol. 22; 1; (2012); p. 216 – 221;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem