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

HRID 1616943ノート

反応式

HRID 1616943 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 127727855-Chloro-2-methoxybenzene-1-thiol収率 96.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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]+

後処理

  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

出典と根拠

ORDレコード
ord-fcabea78eea64ed6a948b260b4530ca7
出典データセット
uspto-grants-2014_07
特許番号
US08765779B2

反応ノート

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