Ethanethiol → (4-Bromo-3-chlorophenyl)(ethyl)sulfane

HRID 452642ノート

反応式

HRID 452642 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5](F)=[CH:4][C:3]=1[Cl:9].[CH2:10]([SH:12])[CH3:11].[H-].[Na+]>CN(C)C=O.C(OCC)(=O)C>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([S:12][CH2:10][CH3:11])=[CH:4][C:3]=1[Cl:9]

参加物

6

反応物 3

HCID 6343EthanethiolHCID 24758Sodium hydrideHCID 27334061-Bromo-2-chloro-4-fluorobenzene

生成物 1

HCID 59350803(4-Bromo-3-chlorophenyl)(ethyl)sulfane収率 65%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 1-bromo-2-chloro-4-fluorobenzene (24.8 g, 119 mmol) and ethanethiol (10.6 mL, 143 mmol) in N,N-dimethylformamide (150 mL) was added sodium hydride (60% in oil, 6.00 g, 150 mmol) at room temperature by small portions, and the resulting mixture was stirred for 4 hr. The reaction mixture was diluted with ethyl acetate, washed twice with water and once with saturated brine, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane) to give the title compound (19.4 g, yield 65%) as a colorless oil.

後処理

  1. washwashed twice with water and once with saturated brine
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (hexane)

出典と根拠

ORDレコード
ord-564f3ef867664afb919699edd62117f5
出典データセット
uspto-grants-2013_07
特許番号
US08492378B2

反応ノート

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