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

HRID 247617

반응식

HRID 247617 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 13647212N-methyl-N-(2-cycloheptenyl)benzamide수율 40.1%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

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)].

후처리

  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

출처 및 근거

ORD 기록
ord-ee9b15d511d74dd388ddac7cf41b144c
출처 데이터셋
uspto-grants-1987_11
특허 번호
US04709052

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