Dichloromethane → 3-Cyanomethyl-1-(4-fluorophenyl)-pyrrolidine-2,5-dione

HRID 231561

反応式

HRID 231561 の反応式
Cl[CH2:2][CH:3]1[CH2:7][C:6](=[O:8])[N:5]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[C:4]1=[O:16].C(Cl)Cl.[C-:20]#[N:21].[K+]>[Cl-].C([N+](C)(C)C)CCCCCCCCCCCCCCC.O>[C:20]([CH2:2][CH:3]1[CH2:7][C:6](=[O:8])[N:5]([C:9]2[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=2)[C:4]1=[O:16])#[N:21]

参加物

6

反応物 3

HCID 6344DichloromethaneHCID 9032Potassium CyanideHCID 200334793-Chloromethyl-1-(4-fluorophenyl)-pyrrolidine-2,5-dione

生成物 1

HCID 200334733-Cyanomethyl-1-(4-fluorophenyl)-pyrrolidine-2,5-dione収率 44.1%

試薬・触媒・溶媒 2

HCID 8154Hexadecyltrimethylammonium chloride触媒HCID 962Water溶媒2 回

反応条件

温度
20 °C

実験手順

A mixture was prepared of 48.3 g (0.2 moles) 3-chloromethyl-1-(4-fluorophenyl)-pyrrolidine-2,5-dione (according to Example 1), 300 ml methylene chloride and 7 g hexadecyltrimethylammonium chloride, dissolved in 80 ml water. To this mixture, a solution of 28.6 g (0.43 moles) potassium cyanide in 90 ml water was added dropwise at 0° C., and then stirred for 4 hours at 0° C. and another 12 hours at 20° C. The resulting phases were then separated with the organic phase being washed with water and dried with sodium sulfate. Finally, methylene chloride was distilled off and the residue dissolved in 250 ml toluene. Upon standing, the desired product crystallized. The actual yield was 44.1% of the theoretical yield. Melting point 97° C.

後処理

  1. customThe resulting phases were then separated with the organic phase
  2. washbeing washed with water
  3. dry with materialdried with sodium sulfate
  4. distillationFinally, methylene chloride was distilled off
  5. dissolutionthe residue dissolved in 250 ml toluene
  6. customthe desired product crystallized

出典と根拠

ORDレコード
ord-d6e02fc7af094cef97031a1bcfd16e46
出典データセット
uspto-grants-1989_07
特許番号
US04847285

関連ノート

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