반응 #163418

반응 방정식

1-(3′,4′-Dichloro-2-fluorobiphenyl-4-yl)cyclopropanecarboxylic acid

dicyclohexylcarbodiimide

oxiran-2-ylmethanol

→

1-(3′,4′-dichloro-2-fluorobiphenyl-4-yl)cyclopropane carboxylic acid oxiranylmethyl ester

수율 42.7%

용매

DCM

반응 조건

후처리

1. 1
   여과it was filtered
2. 2
   기타the filtrate was evaporated to dryness
3. 3
   기타to afford 4.4 g of crude
4. 4
   기타The crude was purified by gradient flash chromatography
5. 5
   세척eluting with petroleum ether/EtOAc (from 97/3 to 90/10 v/v)

실험 절차

1-(3′,4′-Dichloro-2-fluorobiphenyl-4-yl)cyclopropanecarboxylic acid (2.00 g, 6.15 mmol), dicyclohexylcarbodiimide (DCC, 2.54 g, 12.30 mmol), 4-dimethyl-aminopyridine (DMAP, 0.075 g, 0.614 mmol), and oxiran-2-ylmethanol (0.490 ml, 7.38 mmol) were dissolved in dry DCM (40 mL). The reaction mixture was stirred at room temperature (r.t.) overnight, then it was filtered and the filtrate was evaporated to dryness to afford 4.4 g of crude. The crude was purified by gradient flash chromatography eluting with petroleum ether/EtOAc (from 97/3 to 90/10 v/v) to afford 1-(3′,4′-dichloro-2-fluorobiphenyl-4-yl)cyclopropane carboxylic acid oxiranylmethyl ester (1.0 g, 42.6% yield).

출처