Ethyl trifluoroacetate → 2-(7-Chloro-1,3-benzodioxol-5-yl)-4,4,4-trifluoro-3-oxo-butanenitrile

HRID 705704ノート

反応式

HRID 705704 の反応式
[Na].[Cl:2][C:3]1[C:8]2[O:9][CH2:10][O:11][C:7]=2[CH:6]=[C:5]([CH2:12][C:13]#[N:14])[CH:4]=1.[F:15][C:16]([F:23])([F:22])[C:17](OCC)=[O:18]>C(O)C>[Cl:2][C:3]1[C:8]2[O:9][CH2:10][O:11][C:7]=2[CH:6]=[C:5]([CH:12]([C:17](=[O:18])[C:16]([F:23])([F:22])[F:15])[C:13]#[N:14])[CH:4]=1

参加物

5

反応物 3

HCID 9794Ethyl trifluoroacetateHCID 5360545SodiumHCID 670440102-(7-Chlorobenzo[d][1,3]dioxol-5-yl)acetonitrile

生成物 1

HCID 900100662-(7-Chloro-1,3-benzodioxol-5-yl)-4,4,4-trifluoro-3-oxo-butanenitrile収率 112.6%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

Under reflux, 1.7 g of sodium (72.8 mmol) was dissolved in 50 ml of ethanol. At 50° C., a solution of 14.2 g (72.8 mmol) of 2-(7-chloro-1,3-benzodioxol-5-yl)acetonitrile and 10.3 g (72.8 mmol) of ethyl trifluoroacetate in 50 ml of ethanol was added dropwise, and the reaction mixture was then stirred under reflux for 12 hours. After cooling, the reaction mixture was concentrated on a rotary evaporator, dissolved in ethyl acetate and washed twice with 100 ml of 1N hydrochloric acid and once with water. The organic phase was separated off, dried over sodium sulphate, filtered and concentrated to give the title compound (23.9 g; 100%) and used for the next step directly.

後処理

  1. temperatureUnder reflux
  2. temperatureunder reflux for 12 hours
  3. temperatureAfter cooling
  4. concentrationthe reaction mixture was concentrated on a rotary evaporator
  5. dissolutiondissolved in ethyl acetate
  6. washwashed twice with 100 ml of 1N hydrochloric acid and once with water
  7. customThe organic phase was separated off
  8. dry with materialdried over sodium sulphate
  9. filtrationfiltered
  10. concentrationconcentrated

出典と根拠

ORDレコード
ord-1198d44b1e5a4cd4a110a7a19d545f1b
出典データセット
uspto-grants-2015_11
特許番号
US09174967B2

反応ノート

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