* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Stage #1: With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 1.5 h; Inert atmosphere Stage #2: With aluminum (III) chloride In dichloromethane at 3 - 5℃; for 0.75 h;
3-(2-Bromo-4-methylphenyl)propanoic acid (2.4g, 9.9 mmol) was dissolved in DCM (12 mL) and DMF (0.1 mL, 1.3 mmol, 0.13 eq). Oxalyl chloride (1.7 mL, 19.7 mmol, 2 eq) was added dropwise over 7 minutes. The reaction mixture was stirred at rt under N2 for 1.5 h (LCMS showed no starting material). The reaction mixture was concentrated under vacuum to 1/3 of original volume and added to a precooled suspension of AlCh (1.7g, 12.8 mmol, 1.3 eq) in DCM (10 mL) over 5 minutes, keeping internal temperature < 5°C. The reaction mixture was stirred at 3-5 °C for 20 minutes before the ice bath was removed and mixture stirred for another 20 minutes - complete by LCMS. The reaction mixture was quenched by slow addition of cold 3 M aq HC1 (20 mL) under cooling. The solution was extracted with DCM (3 x 25 mL). The combined organic layers were washed with brine (2 x 25mL), dried over NaaSCfo, filtered, and concentrated under vacuum. The residual solid was suspended in hexane and collected by filtration - product 2.0 g (90percent), white solid; LCMS, NMR are good. The filtrates were purified by silica gel chromatography Hexane:EtOAc (0 to 15percent) to afford 0. lg of product. LCMS: ret time 2.75 minutes. MS (m/z): [M+H]+ 225.0.
Reference：
[1] Bulletin de la Societe Chimique de France, 1964, p. 3103 - 3112
[2] Patent: WO2018/129552, 2018, A1, . Location in patent: Paragraph 0585
2
[ 583-68-6 ]
[ 876-91-5 ]
Reference：
[1] Bulletin de la Societe Chimique de France, 1964, p. 3103 - 3112
3
[ 824-54-4 ]
[ 876-91-5 ]
Reference：
[1] Bulletin de la Societe Chimique de France, 1964, p. 3103 - 3112
4
[ 829-58-3 ]
[ 876-91-5 ]
Reference：
[1] Bulletin de la Societe Chimique de France, 1964, p. 3103 - 3112
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
110K+ Compounds
Competitive Price
1-2 Day Shipping
