تفاعل #51805

معادلة التفاعل

1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride

N,O-dimethylhydroxylamine hydrochloride

3,4-dichlorobenzoic acid

N-methylmorpholine

→

title compound

المردود 94.6%

N-Methoxy-N-methyl-3,4-dichlorobenzamide

المردود 94.6%

المذيبات

EtOAc

CH2Cl2

ظروف التفاعل

المعالجة

1. 1
   غسيلwashed with 1N HCl, H2O, saturated NaHCO3 solution and brine
2. 2
   تجفيفThe organic layer was dried over Na2SO4
3. 3
   أخرىthe removal of solvent in vacuo

الإجراء التجريبي

To a suspension of 3,4-dichlorobenzoic acid (1.0 g, 5.24 mmol) in CH2Cl2 (25 mL) was added N,O-dimethylhydroxylamine hydrochloride (613 mg, 6.28 mmol) followed by N-methylmorpholine (865 μL, 7.85 mmol) and 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (1.2 g, 6.28 mmol) at which point the reaction mixture became homogeneous. After 2 h, the reaction mixture was diluted with EtOAc and washed with 1N HCl, H2O, saturated NaHCO3 solution and brine, sequentially. The organic layer was dried over Na2SO4, and the removal of solvent in vacuo gave the title compound (1.16 g) that required no further purification.

المصدر