Hydrochloric Acid → Ethyl 2-chloro-2-(2,6-difluoro-4-nitrophenyl)ethanoate

HRID 634683

反応式

HRID 634683 の反応式
[F:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[C:6]([F:8])[CH:7]=1.[Cl:12][CH:13](Cl)[C:14]([O:16][CH2:17][CH3:18])=[O:15].CC(C)([O-])C.[K+].Cl>CN(C=O)C>[Cl:12][CH:13]([C:7]1[C:2]([F:1])=[CH:3][C:4]([N+:9]([O-:11])=[O:10])=[CH:5][C:6]=1[F:8])[C:14]([O:16][CH2:17][CH3:18])=[O:15]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 10808Ethyl dichloroacetateHCID 752721,3-Difluoro-5-nitrobenzeneHCID 23665647Potassium tert-butoxide

生成物 1

HCID 21260294Ethyl 2-chloro-2-(2,6-difluoro-4-nitrophenyl)ethanoate収率 97%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
-25 °C

実験手順

A solution of 3,5-difluoronitrobenzene (20 g,126 mmol) and ethyl dichloroacetate (15.8 ml, 129 mmol) in DMF (60 ml) was added to potassium t-butoxide (31.8 g, 283 mmol) in DMF (500 ml) at −25° C. over 30 minutes. The mixture was stirred for 15 minutes at −25° C. then poured on to a mixture of ice (600 g) and 2M hydrochloric acid (500 ml). The aqueous mixture was extracted with ethyl acetate, the combined extracts were washed with water and sodium hydrogen carbonate solution and dried (MgSO4) and the solvent removed by evaporation to give ethyl 2-chloro-2-(2,6-difluoro-4-nitrophenyl)ethanoate (34 g, 97%).

後処理

  1. extractionThe aqueous mixture was extracted with ethyl acetate
  2. washthe combined extracts were washed with water and sodium hydrogen carbonate solution
  3. dry with materialdried (MgSO4)
  4. customthe solvent removed by evaporation

出典と根拠

ORDレコード
ord-ece5942eccfd41b9b50ac2ce665ab347
出典データセット
uspto-grants-2001_02
特許番号
US06184225B2

関連ノート

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