تفاعل #1553177

معادلة التفاعل

thiazol-4-ylmethyl 4-nitrophenyl carbonate

pyrrolidin-3-ylmethanol

Water

→

desired product

المردود 21.6%

Thiazol-4-ylmethyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate

المردود 21.6%

المذيبات

dichloromethane

methanol

ظروف التفاعل

المعالجة

1. 1
   استخلاصAfter extraction of the aqueous phase with dichloromethane
2. 2
   غسيلthe organic phases are successively washed with a 1M aqueous sodium hydroxide solution
3. 3
   تجفيفAfter having dried the organic phases over sodium sulphate
4. 4
   ترشيحthe mixture is filtered
5. 5
   أخرىthe filtrate is evaporated to dryness

الإجراء التجريبي

A solution of 3.00 g (10.70 mmol) of thiazol-4-ylmethyl 4-nitrophenyl carbonate in 20 ml of dichloromethane is added at ambient temperature, via a dropping funnel, to a solution of 1.13 g (11.24 mmol) of pyrrolidin-3-ylmethanol (commercial) in 20 ml of methanol. The solution is stirred for 15 hours. Water is subsequently added to the reaction medium. After extraction of the aqueous phase with dichloromethane, the organic phases are successively washed with a 1M aqueous sodium hydroxide solution and then with a saturated aqueous sodium chloride solution. After having dried the organic phases over sodium sulphate, the mixture is filtered and the filtrate is evaporated to dryness. 0.56 g of the desired product is thus obtained in the form of an oil after purification on a column of silica gel, elution being carried out with a dichloromethane/methanol (97/3 to 95/5) mixture.

المصدر