Dimethylformamide → HCID 18923653、化合物

反応式

P(Cl)(Cl)(Cl)=O.[CH2:6]([N:13]([CH3:22])[C:14]1[CH:19]=[C:18]([Cl:20])[CH:17]=[C:16]([Cl:21])[CH:15]=1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[OH-].[Na+].CN(C)[CH:27]=[O:28]>>[CH2:6]([N:13]([CH3:22])[C:14]1[CH:15]=[C:16]([Cl:21])[C:17]([CH:27]=[O:28])=[C:18]([Cl:20])[CH:19]=1)[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1

参加物

反応物 4

HCID 6228Dimethylformamide2 回

HCID 14798Sodium Hydroxide

HCID 24813Phosphorus oxychloride

HCID 18923724HCID 18923724、化合物

生成物 1

HCID 18923653HCID 18923653、化合物

実験手順

Phosphoryl chloride (12.7 ml) was dropwise added to N,N-dimethylformamide (70 ml), and the mixture was stirred for 30 minutes at ambient temperature. A solution of N-benzyl-3,5-dichloro-N-methylaniline (7.26 g) in N,N-dimethylformamide (30 ml) was dropwise added thereto, and the mixture was stirred for 30 minutes at ambient temperature and then for 30 minutes at 50° C. The reaction mixture was neutralized with 1N aqueous sodium hydroxide solution and extracted with ethyl acetate. The organic solution was washed with water and brine, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by a flash chromatography (ethyl acetate:n-hexane=1:6, V/V) to give N-benzyl-3,5-dichloro-4-formyl-N-methylaniline (5.70 g).