Water → N-methyl-N-(2-cycloheptenyl)benzamide

HRID 247617

反応式

HRID 247617 の反応式
[H-].[Na+].[CH3:3][NH:4][C:5](=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.Br[CH:14]1[CH2:20][CH2:19][CH2:18][CH2:17][CH:16]=[CH:15]1.O>CN(C)C=O>[CH3:3][N:4]([CH:20]1[CH2:19][CH2:18][CH2:17][CH2:16][CH:15]=[CH:14]1)[C:5](=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

参加物

6

反応物 4

HCID 962WaterHCID 11954N-MethylbenzamideHCID 24758Sodium hydrideHCID 124538813-Bromocyclohept-1-ene

生成物 1

HCID 13647212N-methyl-N-(2-cycloheptenyl)benzamide収率 40.1%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

実験手順

To a suspension (10 ml) of sodium hydride (0.24 g, 10 mmoles) in dimethylformamide was added dropwise at 0° C. a dimethylformamide solution (1 ml) of N-methylbenzamide (1.35 g, 10 mmoles). After completion of the addition, the temperature was raised to room temperature, and after stirring for 15 minutes, 3-bromocycloheptene (1.75 g, 10 mmoles) was added dropwise. The resulting mixture was stirred at room temperature for 24 hours, poured into water (20 ml) and extracted with ether. The oily product obtained by concentration was purified by chromatography on silica gel to obtain 0.92 g of N-methyl-N-(2-cycloheptenyl)benzamide [Compound (54)].

後処理

  1. additionAfter completion of the addition
  2. stirringThe resulting mixture was stirred at room temperature for 24 hours
  3. extractionextracted with ether
  4. customThe oily product obtained by concentration
  5. customwas purified by chromatography on silica gel

出典と根拠

ORDレコード
ord-ee9b15d511d74dd388ddac7cf41b144c
出典データセット
uspto-grants-1987_11
特許番号
US04709052

関連ノート

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