Triethylamine → (S)-(1-(4-Methoxy-2,6-dimethylphenylsulfonyl)indolin-2-yl)methanol

HRID 45992

반응식

HRID 45992 반응식
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C@H:2]1[CH2:10][OH:11].C(N(CC)CC)C.[CH3:19][O:20][C:21]1[CH:26]=[C:25]([CH3:27])[C:24]([S:28](Cl)(=[O:30])=[O:29])=[C:23]([CH3:32])[CH:22]=1>ClCCl>[CH3:19][O:20][C:21]1[CH:22]=[C:23]([CH3:32])[C:24]([S:28]([N:1]2[C:9]3[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=3)[CH2:3][C@H:2]2[CH2:10][OH:11])(=[O:29])=[O:30])=[C:25]([CH3:27])[CH:26]=1

참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 6951186(S)-(+)-2-IndolinemethanolHCID 159174964-Methoxy-2,6-dimethylbenzene-1-sulfonyl chloride

생성물 1

HCID 57989609(S)-(1-(4-Methoxy-2,6-dimethylphenylsulfonyl)indolin-2-yl)methanol수율 72%

시약·촉매·용매 1

HCID 6344Dichloromethane용매3회

실험 절차

To a cold (0° C.) solution of (S)-indolin-2-ylmethanol (4.60 mmol, 1.2 equiv.) and triethylamine (2.5 equiv.) in dichloromethane (20 ml) was added dropwise 4-methoxy-2,6-dimethylbenzenesulfonyl chloride (3.83 mmol, 1.0 equiv.) in dichloromethane (5 ml) and the reaction mixture was stirred at room temperature for 2 h. The mixture was diluted with dichloromethane, washed successively with water and brine, and dried over sodium sulfate. The solvent was evaporated under reduced pressure and the crude product was purified by silica gel column chromatography. Yield: 72%.

후처리

  1. washwashed successively with water and brine
  2. dry with materialdried over sodium sulfate
  3. customThe solvent was evaporated under reduced pressure
  4. customthe crude product was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-22a154f28b114d2ea8d063a8e694a9b1
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541573B2

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