Dimethylformamide → N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(N-benzyloxycarbonyl-p-toluidino)-acetamide

HRID 27165

反応式

HRID 27165 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][NH:13][C:14](=[O:24])[CH2:15][NH:16][C:17]2[CH:22]=[CH:21][C:20]([CH3:23])=[CH:19][CH:18]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].C(=O)([O-])[O-].[K+].[K+].CN(C)C=O.Cl[C:37]([O:39][CH2:40][C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1)=[O:38]>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:11][CH2:12][NH:13][C:14](=[O:24])[CH2:15][N:16]([C:37]([O:39][CH2:40][C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)=[O:38])[C:17]2[CH:18]=[CH:19][C:20]([CH3:23])=[CH:21][CH:22]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 10387Benzyl chloroformateHCID 11430Potassium CarbonateHCID 10042154N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(p-toluidino)acetamide

生成物 1

HCID 20460509N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(N-benzyloxycarbonyl-p-toluidino)-acetamide収率 84.8%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

A mixture of N-[2(3,4-dimethoxyphenyl)ethyl]2-(p-toluidino)acetamide (3.6 g) and anhydrous potassium carbonate (2.5 g) was added to anhydrous dimethylformamide (25 ml). The mixture was vigorously stirred under ice cooling and to the solution was dropwise added over 20 minutes an anhydrous chloroform solution (5 ml) containing benzyl chloroformate (2.04 g). The reaction mixture was poured into ice-water and extracted with chloroform. The extract was washed with water, dried and the solvent was distilled off. The residue was crystallized by treating with ether to give N-[2-(3,4-dimethoxyphenyl)ethyl]-2-(N-benzyloxycarbonyl-p-toluidino)-acetamide (4.3 g), mp 81° to 85° C.

後処理

  1. extractionextracted with chloroform
  2. washThe extract was washed with water
  3. customdried
  4. distillationthe solvent was distilled off
  5. customThe residue was crystallized
  6. additionby treating with ether

出典と根拠

ORDレコード
ord-5a341a5ba17e4d23a8c6da3051bc6881
出典データセット
uspto-grants-1980_09
特許番号
US04220647

関連ノート

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