1-Bromo-2-Chloroethane → 1-(2,2-Difluorobenzo[D][1,3]dioxol-5-YL)cyclopropanecarbonitrile

HRID 45278

반응식

HRID 45278 반응식
[OH-].[Na+].[F:3][C:4]1([F:18])[O:8][C:7]2[CH:9]=[CH:10][C:11]([C:13]3([C:16]#[N:17])[CH2:15][CH2:14]3)=[CH:12][C:6]=2[O:5]1.FC1(F)OC2C=CC(CC#N)=CC=2O1.BrCCCl>[Cl-].C([N+](CC)(CC)CC)C1C=CC=CC=1.O>[F:18][C:4]1([F:3])[O:8][C:7]2[CH:9]=[CH:10][C:11]([C:13]3([C:16]#[N:17])[CH2:15][CH2:14]3)=[CH:12][C:6]=2[O:5]1

참가 물질

6

반응물 3

HCID 78491-Bromo-2-ChloroethaneHCID 203113842,2-Difluoro-1,3-benzodioxole-5-acetonitrileHCID 673151521-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-cyclopropanecarbonitrile Sodium hydroxide

생성물 1

HCID 574461501-(2,2-Difluorobenzo[D][1,3]dioxol-5-YL)cyclopropanecarbonitrile

시약·촉매·용매 2

HCID 66133Benzyl triethylammonium chloride촉매HCID 962Water용매

반응 조건

온도
70 °C

실험 절차

1-(2,2-Difluoro-benzo[1,3]dioxol-5-yl)-cyclopropanecarbonitrile Sodium hydroxide (50% aqueous solution, 10 mL) was slowly added to a mixture of crude (2,2-difluoro-benzo[1,3]dioxol-5-yl)-acetonitrile, benzyltriethylammonium chloride (3.00 g, 15.3 mmol), and 1-bromo-2-chloroethane (4.9 g, 38 mmol) at 70° C. The mixture was stirred overnight at 70° C. and the reaction mixture was diluted with water (30 mL) and extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate and evaporated to dryness to give crude 1-(2,2-difluoro-benzo[1,3]dioxol-5-yl)-cyclopropanecarbonitrile, which was used directly in the next step.

후처리

  1. extractionextracted with ethyl acetate
  2. dry with materialThe combined organic layers were dried over sodium sulfate
  3. customevaporated to dryness

출처 및 근거

ORD 기록
ord-7ed85289fe0e4e46950710b1bf82c8b3
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541453B2

연결된 노트

불러오는 중…