p-Bromobenzenesulfonyl chloride → methyl N-[(4-bromophenyl)sulfonyl]-L-valinate

HRID 29280

반응식

HRID 29280 반응식
Cl.[CH3:2][O:3][C:4](=[O:10])[C@H:5]([CH:7]([CH3:9])[CH3:8])[NH2:6].[Br:11][C:12]1[CH:17]=[CH:16][C:15]([S:18](Cl)(=[O:20])=[O:19])=[CH:14][CH:13]=1.C(N(CC)CC)C>ClCCl>[Br:11][C:12]1[CH:17]=[CH:16][C:15]([S:18]([NH:6][C@H:5]([C:4]([O:3][CH3:2])=[O:10])[CH:7]([CH3:9])[CH3:8])(=[O:20])=[O:19])=[CH:14][CH:13]=1

참가 물질

5

반응물 3

HCID 7396p-Bromobenzenesulfonyl chlorideHCID 8471TriethylamineHCID 111190Methyl valinate hydrochloride

생성물 1

HCID 47337186methyl N-[(4-bromophenyl)sulfonyl]-L-valinate수율 101.1%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To 0.838 g of L-valine methyl ester hydrochloride in 15 mL of dichloromethane, cooled in an ice bath, 1.34 g of 4-bromobenzenesulfonyl chloride was added followed by 2.79 mL of triethylamine. The mixture was stirred at room temperature overnight and then diluted with dichloromethane. The dichloromethane was washed with water and brine, dried over Na2SO4, filtered, and concentrated in vacuo to provide 1.77 g of methyl N-[(4-bromophenyl)sulfonyl]-L-valinate as a colorless solid. Yield ˜100%. m.p. 88-90° C.; MS: 348.2 (M−H)−.

후처리

  1. washThe dichloromethane was washed with water and brine
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-c7aee23be9fa4d6ea3058bed23397285
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07420001B2

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