تفاعل #83011

معادلة التفاعل

HCl

4-nitrophenol

3,4,4-trifluoro-3-butenoyl chloride

triethylamine

→

product

المردود 92.1%

3,4,4-trifluoro-3-butenoic acid, 4-nitrophenyl ester

المردود 92.1%

المذيبات

ether

ether

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGThe mixture is stirred at -78° C. for 10 min
2. 2
   أخرىto reach room temperature
3. 3
   غسيلThe organic layer is successively washed with water, 5% sodium bicarbonate, brine
4. 4
   أخرىdried
5. 5
   أخرىThe dark brown residue obtained
6. 6
   أخرىafter evaporation of the solvent
7. 7
   أخرىwas purified

الإجراء التجريبي

A solution of 4-nitrophenol (1.10 g, 0.0079 mole) and 3,4,4-trifluoro-3-butenoyl chloride (1.85 g, 0.0116 mole) in dry ether (15 mL) is treated dropwise with triethylamine (1.01 g, 0.01 mole) at -78° C. with stirring. The mixture is stirred at -78° C. for 10 min and allowed to reach room temperature. The reaction mixture is diluted with ether (20 mL), stirred with 15 mL of 2 N HCl. The organic layer is successively washed with water, 5% sodium bicarbonate, brine, and dried. The dark brown residue obtained after evaporation of the solvent was purified by passing through a short column of silica gel to give 1.9 g of the product as a brown solid, a 91% yield. m.p. 58°-62° C.

المصدر