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1-(3-Bromo-4-fluorophenyl)ethan-1-one → 1-[3-Bromo-4-(methylthio)phenyl]ethanone

HRID 1431652
ノート
印刷プレビュー

反応式

HRID 1431652 の反応式
[Br:1][C:2]1[CH:3]=[C:4]([C:9](=[O:11])[CH3:10])[CH:5]=[CH:6][C:7]=1F.[CH3:12][S-:13].[Na+]>CC(N(C)C)=O.O>[Br:1][C:2]1[CH:3]=[C:4]([C:9](=[O:11])[CH3:10])[CH:5]=[CH:6][C:7]=1[S:13][CH3:12]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 705081-(3-Bromo-4-fluorophenyl)ethan-1-oneHCID 4378561Sodium methanethiolate

生成物 1

HCID 596311031-[3-Bromo-4-(methylthio)phenyl]ethanone

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 31374Dimethylacetamide溶媒

反応条件

温度
120 °C

実験手順

The 1-(3-bromo-4-fluorophenyl)ethanone (2.00 g, 9.20 mmol) and sodium thiomethoxide (0.710 g, 10.1 mmol) was dissolved in dimethylacetamide (4.6 mL) and the slurry was heated at 120° C. in a microwave reactor for 1 h. The reaction mixture was diluted with water (30 mL) and the mixture was extracted with EtOAc (2×100 mL). The combined organic layers were washed with water (1×75 mL) and dried over magnesium sulfate. The crude product was purified by medium pressure chromatography (silica gel, 0 to 75% EtOAc:hexanes) to give 1-(3-bromo-4-(methylthio)phenyl)ethanone. Mass Spectrum (ESI) m/e=245.1 (M+1).

後処理

  1. extractionthe mixture was extracted with EtOAc (2×100 mL)
  2. washThe combined organic layers were washed with water (1×75 mL)
  3. dry with materialdried over magnesium sulfate
  4. customThe crude product was purified by medium pressure chromatography (silica gel, 0 to 75% EtOAc:hexanes)

出典と根拠

ORDレコード
ord-c6dce9f48dc7456f9721356310978a3a
出典データセット
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08940724B2

反応ノート

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