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

HRID 231561

반응식

HRID 231561 반응식
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]

참가 물질

6

반응물 3

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

생성물 1

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

시약·촉매·용매 2

HCID 8154Hexadecyltrimethylammonium chloride촉매HCID 962Water용매2회

반응 조건

온도
20 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d6e02fc7af094cef97031a1bcfd16e46
출처 데이터셋
uspto-grants-1989_07
특허 번호
US04847285

연결된 노트

불러오는 중…