تفاعل #163418

معادلة التفاعل

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

المردود 42.7%

المذيبات

DCM

ظروف التفاعل

المعالجة

1. 1
   ترشيحit was filtered
2. 2
   أخرىthe filtrate was evaporated to dryness
3. 3
   أخرىto afford 4.4 g of crude
4. 4
   أخرىThe crude was purified by gradient flash chromatography
5. 5
   غسيلeluting with petroleum ether/EtOAc (from 97/3 to 90/10 v/v)

الإجراء التجريبي

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).

المصدر