تفاعل #1851190

معادلة التفاعل

2,2,2-trichloroethyl 2-methyl-7-amino-3-cephem-4-carboxylate hydrochloride

dimethylaniline

cyanoacetic acid

dicyclohexylcarbodiimide

hydrochloric acid

→

2,2,2-trichloroethyl 2-methyl-7-(2-cyanoacetamido)-3-cephem-4-carboxylate

المردود 84.9%

المذيبات

dichloromethane

dichloromethane

triethylamine

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe mixture was stirred for 1 hour under ice-
2. 2
   درجة الحرارةcooling
3. 3
   workup.STIRRINGthe mixture was stirred for 30 minutes
4. 4
   أخرىafter which the organic layer was separated
5. 5
   غسيلwashed in turn with 5% hydrochloric acid
6. 6
   تجفيفa saturated sodium bicarbonate aqueous solution and a saturated sodium chloride aqueous solution and then dried over magnesium sulfate
7. 7
   workup.DISTILLATIONThe solvent was distilled off

الإجراء التجريبي

A solution of triethylamine (0.9 g) and dimethylaniline (0.15 g) in dichloromethane (20 ml) was added under stirring and ice-cooling to a suspension of 2,2,2-trichloroethyl 2-methyl-7-amino-3-cephem-4-carboxylate hydrochloride (3.82 g) in dried dichloromethane (80 ml). To the mixture were added cyanoacetic acid (0.85 g) and dicyclohexylcarbodiimide (2.25 g), and the mixture was stirred for 1 hour under ice-cooling. To the mixture was added 5% hydrochloric acid (50 ml), and the mixture was stirred for 30 minutes, after which the organic layer was separated, washed in turn with 5% hydrochloric acid, a saturated sodium bicarbonate aqueous solution and a saturated sodium chloride aqueous solution and then dried over magnesium sulfate. The solvent was distilled off to give colorless powder of 2,2,2-trichloroethyl 2-methyl-7-(2-cyanoacetamido)-3-cephem-4-carboxylate (3.5 g), mp 160° to 165° C. (dec.).

المصدر