Water → 5-Chloro-2-methoxybenzene-1-thiol

HRID 1616943노트

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HRID 1616943 반응식
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:12][CH3:13])=[C:6]([S:8](Cl)(=O)=O)[CH:7]=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O>C1COCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:12][CH3:13])=[C:6]([SH:8])[CH:7]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 11776TriphenylphosphineHCID 27342725-Chloro-2-methoxybenzene-1-sulfonyl chloride

생성물 1

HCID 127727855-Chloro-2-methoxybenzene-1-thiol수율 96.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

5-Chloro-2-methoxy-benzenesulfonyl chloride (1.0 g, 4.1 mmol) and triphenylphosphine (3.81 g, 14.5 mmol) were dissolved in THF (10 ml). Water (1.3 ml) was added and the mixture was stirred for 2 h at room temperature. The mixture was partitioned between 2N aqueous NaOH and diethylether. The aqueous phase was acidified to pH 1 with concentrated HCl and then extracted twice with methylene chloride. The combined organic layers were dried over MgSO4 and the solvent was evaporated to afford the desired product (690 mg), which was used in the next reaction step without further purification. MS m/z: 175 [M+H]+

후처리

  1. customThe mixture was partitioned between 2N aqueous NaOH and diethylether
  2. extractionextracted twice with methylene chloride
  3. dry with materialThe combined organic layers were dried over MgSO4
  4. customthe solvent was evaporated

출처 및 근거

ORD 기록
ord-fcabea78eea64ed6a948b260b4530ca7
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08765779B2

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