1-Hexanethiol → methyl N-[1-(4-hexylthiomethylphenyl)-1-methylethyl]carbamate

HRID 1956876노트

반응식

HRID 1956876 반응식
[CH2:1]([SH:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[H-].[Na+].Br[CH2:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]([NH:21][C:22](=[O:25])[O:23][CH3:24])([CH3:20])[CH3:19])=[CH:14][CH:13]=1>CN(C=O)C>[CH2:1]([S:7][CH2:11][C:12]1[CH:13]=[CH:14][C:15]([C:18]([NH:21][C:22](=[O:25])[O:23][CH3:24])([CH3:20])[CH3:19])=[CH:16][CH:17]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

참가 물질

5

반응물 3

HCID 81061-HexanethiolHCID 24758Sodium hydrideHCID 18349698methyl N-(1-(4-bromomethylphenyl)-1-methylethyl]carbamate

생성물 1

HCID 18349621methyl N-[1-(4-hexylthiomethylphenyl)-1-methylethyl]carbamate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

실험 절차

A solution of 1-hexanethiol (4.89 g) in DMF (15 ml) was added to a suspension of sodium hydride (1.66 g, 60% dispersion in mineral oil) in DMF (35 ml) over 15 minutes with stirring under nitrogen. The mixture was stirred at ambient temperature for 3 hours and then heated on a steam bath for 15 minutes. A solution of methyl N-[1-(4-bromomethylphenyl)-1-methylethyl]-carbamate (11.85 g) in DMF (50 ml) was added to this mixture, dropwise, over 10 minutes, at 20° C., with stirring. The mixture was stirred at ambient temperature for 18 hours and then quenched with saturated potassium carbonate solution (100 ml). The mixture was diluted with water and extracted with ether to give methyl N-[1-(4-hexylthiomethylphenyl)-1-methylethyl]carbamate as an oil.

후처리

  1. stirringThe mixture was stirred at ambient temperature for 3 hours
  2. temperatureheated on a steam bath for 15 minutes
  3. stirringat 20° C., with stirring
  4. stirringThe mixture was stirred at ambient temperature for 18 hours
  5. customquenched with saturated potassium carbonate solution (100 ml)
  6. additionThe mixture was diluted with water
  7. extractionextracted with ether

출처 및 근거

ORD 기록
ord-1c89b0147ce142168f0d8db78dd914b0
출처 데이터셋
uspto-grants-1998_07
특허 번호
US05780642

반응 노트

불러오는 중…