Triethylamine → 3-(3-Tert-butoxycarbonylaminophenyl)propyl methanesulfonate

HRID 1978397노트

반응식

HRID 1978397 반응식
[C:1]([O:5][C:6]([NH:8][C:9]1[CH:10]=[C:11]([CH2:15][CH2:16][CH2:17][OH:18])[CH:12]=[CH:13][CH:14]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH3:19][S:20](Cl)(=[O:22])=[O:21].C(N(CC)CC)C>C(OCC)(=O)C>[CH3:19][S:20]([O:18][CH2:17][CH2:16][CH2:15][C:11]1[CH:12]=[CH:13][CH:14]=[C:9]([NH:8][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:7])[CH:10]=1)(=[O:22])=[O:21]

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 31297Methanesulfonyl chlorideHCID 21993723tert-butyl N-(3-(3-hydroxypropyl)phenyl)carbamate

생성물 1

HCID 219939853-(3-Tert-butoxycarbonylaminophenyl)propyl methanesulfonate수율 82.4%

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매2회

실험 절차

A mixture of 3-(3-tert-butoxycarbonylaminophenyl)propanol (3.24 g, 12.9 mmol), methanesulfonylchloride (1.63 g, 14.2 mmol), triethylamine (1.44 g, 14.2 mmol) and ethyl acetate (50 ml) was stirred at room temperature for 1 hour. Then the reaction mixture was diluted with ethyl acetate and successively washed with water and brine, dried over MgSO4 and concentrated in vacuo. The residue was chromatographed on silica gel (50 g) with hexane-ethyl acetate (3:1) to give 3-(3-tert-butoxycarbonylaminophenyl)propyl methanesulfonate as a colorless oil (3.50 g, 82%).

후처리

  1. washsuccessively washed with water and brine
  2. dry with materialdried over MgSO4
  3. concentrationconcentrated in vacuo
  4. customThe residue was chromatographed on silica gel (50 g) with hexane-ethyl acetate (3:1)

출처 및 근거

ORD 기록
ord-5b28f644dd694cb5b0dcde2346ec6832
출처 데이터셋
uspto-grants-2001_05
특허 번호
US06235731B1

반응 노트

불러오는 중…