Hydrogen Bromide → Methyl 2-fluoro-4-(oxoacetyl)benzoate

HRID 500135ノート

反応式

HRID 500135 の反応式
[C:1]([C:4]1[CH:13]=[CH:12][C:7]([C:8]([O:10][CH3:11])=[O:9])=[C:6]([F:14])[CH:5]=1)(=[O:3])[CH3:2].Br.[OH2:16]>CS(C)=O>[F:14][C:6]1[CH:5]=[C:4]([C:1](=[O:3])[CH:2]=[O:16])[CH:13]=[CH:12][C:7]=1[C:8]([O:10][CH3:11])=[O:9]

参加物

5

反応物 3

HCID 260Hydrogen BromideHCID 962WaterHCID 59216348Methyl 4-acetyl-2-fluorobenzoate

生成物 1

HCID 59216303Methyl 2-fluoro-4-(oxoacetyl)benzoate

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
60 °C

実験手順

A mixture of methyl 4-acetyl-2-fluorobenzoate (1.6 g, 8.2 mmol) and 8.8M hydrogen bromide in water (2.8 mL) in dimethyl sulfoxide (20 mL) was stirred at 60° C. overnight. After cooling, the mixture was poured into ice-water. The reaction mixture was extracted with diethyl ether. The combined organic extracts were washed with brine, dried over sodium sulfate, filtered and concentrated to yield the desired product which was used in the next reaction step without further purification. (1.60 g, 93.3%).

後処理

  1. temperatureAfter cooling
  2. extractionThe reaction mixture was extracted with diethyl ether
  3. washThe combined organic extracts were washed with brine
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-a87039acc3804dbfb58fc9e9b663e4e3
出典データセット
uspto-grants-2010_08
特許番号
US07767675B2

反応ノート

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