1-Propanesulfonyl chloride → HCID 22176567, 화합물

HRID 1797192노트

반응식

HRID 1797192 반응식
[CH2:1]([S:4](Cl)(=[O:6])=[O:5])[CH2:2]C.[OH:8][C:9]([C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=1)([CH3:12])[CH2:10][NH2:11].[CH2:22]1CCN2C(=NCCC2)CC1>C(Cl)Cl>[OH:8][C:9]([C:13]1[CH:18]=[CH:17][C:16]([N+:19]([O-:21])=[O:20])=[CH:15][CH:14]=1)([CH3:12])[CH2:10][NH:11][S:4]([CH:1]([CH3:2])[CH3:22])(=[O:5])=[O:6]

참가 물질

5

반응물 3

HCID 662791-Propanesulfonyl chlorideHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 22176538HCID 22176538, 화합물

생성물 1

HCID 22176567HCID 22176567, 화합물수율 16%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

In a 500 mL, 3 neck flask fitted with a stirrer and thermometer, 2.98 g. of propanesulfonyl chloride was added dropwise to 3.92 g. of 2-hydroxy-2-(4-nitrophenyl)propylamine and 3.19 g. of DBU in CH2Cl2 (200 mL) while stirring at 0° C. under a nitrogen atmosphere. The reaction was allowed to warm to room temperature and stirred overnight at this temperature. In the morning, reaction was diluted with CH2Cl2 (100 mL) and the organic layer was washed two times with H2O, dried over Na2SO4, and concentrated under reduced vacuum to yield a viscous oil. This material was purified via silica gel chromatography employing the Water's Prep 2000 and eluting with a solvent of hexane/ethyl acetate 1:1 to yield the intermediate title compound (940 mg, 16%) as a viscous oil. Ion spray M.S. 302.1 (M*−1).

후처리

  1. customIn a 500 mL, 3 neck flask fitted with a stirrer
  2. customIn the morning, reaction
  3. washthe organic layer was washed two times with H2O
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated under reduced vacuum
  6. customto yield a viscous oil
  7. customThis material was purified via silica gel chromatography
  8. washeluting with a solvent of hexane/ethyl acetate 1:1

출처 및 근거

ORD 기록
ord-e65eeed6269842008f375406af99c4c0
출처 데이터셋
uspto-grants-2006_04
특허 번호
US07034045B1

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