Potassium ethanethioate → HCID 178477121、化合物

HRID 25572

反応式

HRID 25572 の反応式
[Cl:1][C:2]1[CH:24]=[CH:23][C:5]([O:6][C:7]([N:9]([CH3:22])[C@H:10]2[CH2:15][CH2:14][C@H:13]([CH2:16]OS(C)(=O)=O)[CH2:12][CH2:11]2)=[O:8])=[CH:4][CH:3]=1.[C:25]([O-:28])(=[S:27])[CH3:26].[K+]>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][C:7]([N:9]([CH3:22])[C@H:10]2[CH2:11][CH2:12][C@H:13]([CH2:16][S:27][C:25](=[O:28])[CH3:26])[CH2:14][CH2:15]2)=[O:8])=[CH:23][CH:24]=1

参加物

4

反応物 2

HCID 23670855Potassium ethanethioateHCID 178485967HCID 178485967、化合物

生成物 1

HCID 178477121HCID 178477121、化合物収率 103.7%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

To 1.72 g (4.58 mmol) trans-Methanesulfonic acid 4-[(4-chloro-phenoxycarbonyl)-methyl-amino]-cyclohexylmethyl ester in 17 ml DMF, 0.78 g (6.86 mmol, 1.5 eq) potassium thioacetate were added and the mixture was heated to 100° C. for 10 min. The mixture was concentrated under vacuum and the residue was dissolved in saturated NaHCO3/Et2O(3×). The organic phases were washed with brine, dried over Na2SO4 and evaporated to yield 1.69 g (quantitative) of trans-Thioacetic acid S-{4-[(4-chloro-phenoxycarbonyl)-methyl-amino]-cyclohexylmethyl} ester, MS: 356 (MH+).

後処理

  1. concentrationThe mixture was concentrated under vacuum
  2. dissolutionthe residue was dissolved in saturated NaHCO3/Et2O(3×)
  3. washThe organic phases were washed with brine
  4. dry with materialdried over Na2SO4
  5. customevaporated

出典と根拠

ORDレコード
ord-6f77e3edc53c475a86f94454093a89b1
出典データセット
uspto-grants-2005_02
特許番号
US06858651B2

関連ノート

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