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Benzenesulfonyl chloride → 1-Benzenesulphonyl-2-oxo-5-propylthio-pyrrolidine

HRID 330504
노트
인쇄 미리보기

반응식

HRID 330504 반응식
[CH2:1]([S:4][CH:5]1[NH:9][C:8](=[O:10])[CH2:7][CH2:6]1)[CH2:2][CH3:3].C([Li])CCC.[C:16]1([S:22](Cl)(=[O:24])=[O:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>O1CCCC1.CCCCCC>[C:16]1([S:22]([N:9]2[CH:5]([S:4][CH2:1][CH2:2][CH3:3])[CH2:6][CH2:7][C:8]2=[O:10])(=[O:24])=[O:23])[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 7369Benzenesulfonyl chlorideHCID 198687015-Propylthio-pyrrolidin-2-oneHCID 178418339Butyllithium

생성물 1

HCID 198687031-Benzenesulphonyl-2-oxo-5-propylthio-pyrrolidine수율 34.7%

시약·촉매·용매 2

HCID 8028Tetrahydrofuran용매2회HCID 8058
Hexane
용매

실험 절차

To 2.3 g of 5-propylthio-pyrrolidin-2-one in solution in 120 cm3 of tetrahydrofuran, there is added at -70° C./-65° C., 9.6 cm3 of a 1.5M solution of butyllithium in hexane. After 20 minutes at this temperature, 2.55 g of benzenesulphonyl chloride is added in 20 cm3 of tetrahydrofuran. After allowing to return slowly to ambient temperature, concentrating and chromatographing on silica (eluent: hexane-ethyl acetate, 3-7), 1.5 g of the expected product is obtained. m.p. 49°-51° C. crystallized from isopropyl ether.

후처리

  1. customto return slowly to ambient temperature
  2. concentrationconcentrating

출처 및 근거

ORD 기록
ord-d11a6d1e80bf41e198a7757cd8f48106
출처 데이터셋
uspto-grants-1990_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04897414

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