Potassium Hydroxide → 1-(4-Fluoro-phenyl)-2-(3-methoxy-phenylsulfanyl)-ethanone

HRID 966292ノート

反応式

HRID 966292 の反応式
[SH:1][C:2]1[CH:3]=[C:4]([O:8][CH3:9])[CH:5]=[CH:6][CH:7]=1.[OH-].[K+].[F:12][C:13]1[CH:22]=[CH:21][C:16]([C:17](=[O:20])[CH2:18]Br)=[CH:15][CH:14]=1>C(O)C.O.CCOC(C)=O>[F:12][C:13]1[CH:22]=[CH:21][C:16]([C:17](=[O:20])[CH2:18][S:1][C:2]2[CH:7]=[CH:6][CH:5]=[C:4]([O:8][CH3:9])[CH:3]=2)=[CH:15][CH:14]=1

参加物

7

反応物 3

HCID 14797Potassium HydroxideHCID 849893-MethoxybenzenethiolHCID 967492-Bromo-1-(4-fluorophenyl)ethan-1-one

生成物 1

HCID 110331141-(4-Fluoro-phenyl)-2-(3-methoxy-phenylsulfanyl)-ethanone収率 104.5%

試薬・触媒・溶媒 3

HCID 702Ethanol溶媒HCID 962Water溶媒HCID 8857Ethyl Acetate溶媒

実験手順

14.27 ml (115.0 mmol) 3-mercaptoanisole were added to a solution of 7.3 g (115.0 mmol) KOH in 120 ml ethanol and 50 ml water. 25.0 g (115.2 mmol) 4-fluorophenacyl bromide in 120 ml EtOAc were added slowly at 0° C. and the solution was stirred at RT over night. The suspension was concentrated and dissolved in EtOAc and water. The inorganic phase was extracted with EtOAc, the combined organic phases were washed with water and brine and dried over Na2SO4. Evaporation yielded 33.2 g crude 1-(4-Fluoro-phenyl)-2-(3-methoxy-phenylsulfanyl)-ethanone as light yellow liquid.

後処理

  1. concentrationThe suspension was concentrated
  2. dissolutiondissolved in EtOAc
  3. extractionThe inorganic phase was extracted with EtOAc
  4. washthe combined organic phases were washed with water and brine
  5. dry with materialdried over Na2SO4
  6. customEvaporation

出典と根拠

ORDレコード
ord-96ea312b8d314884a495bc684d03dafe
出典データセット
uspto-grants-2005_10
特許番号
US06951879B2

反応ノート

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