반응 #76607

반응 방정식

2-chloro-5-nitrobenzaldehyde

N-benzylmethylamine

potassium carbonate

→

2-(benzylmethylamino)-5-nitrobenzaldehyde

수율 66.2%

용매

dimethylformamide

반응 조건

후처리

1. 1
   기타The solvent was removed
2. 2
   기타the residue was partitioned between water and ethyl acetate (×2)
3. 3
   기타The combined organic phases were evaporated
4. 4
   기타the residue was purified by column chromatography
5. 5
   세척eluting with 25% ethyl acetate/petroleum ether (40-60° C.)

실험 절차

A mixture of 300 mg (1.62 mmol) of 2-chloro-5-nitrobenzaldehyde, 196 mg (1.62 mmol) of N-benzylmethylamine and 268 mg (1.94 mmol) of potassium carbonate in dimethylformamide was heated at 80° C. for 5 hour. The solvent was removed and the residue was partitioned between water and ethyl acetate (×2). The combined organic phases were evaporated and the residue was purified by column chromatography eluting with 25% ethyl acetate/petroleum ether (40-60° C.) to give 290 mg of 2-(benzylmethylamino)-5-nitrobenzaldehyde as a yellow oil which solidified on standing; MS: m/e 270.9 [M+H]+.

출처