Sodium Cyanide → 2,2-Difluoro-1,3-benzodioxole-5-acetonitrile

HRID 39445

반응식

HRID 39445 반응식
Cl[CH2:2][C:3]1[CH:13]=[CH:12][C:6]2[O:7][C:8]([F:11])([F:10])[O:9][C:5]=2[CH:4]=1.[C-:14]#[N:15].[Na+]>CS(C)=O>[F:10][C:8]1([F:11])[O:7][C:6]2[CH:12]=[CH:13][C:3]([CH2:2][C:14]#[N:15])=[CH:4][C:5]=2[O:9]1

참가 물질

4

반응물 2

HCID 8929Sodium CyanideHCID 219928095-(Chloromethyl)-2,2-difluorobenzo[d][1,3]dioxole

생성물 1

HCID 203113842,2-Difluoro-1,3-benzodioxole-5-acetonitrile수율 78.6%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

A mixture of crude 5-chloromethyl-2,2-difluoro-benzo[1,3]dioxole (4.4 g) and sodium cyanide (1.36 g, 27.8 mmol) in dimethylsulfoxide (50 mL) was stirred at room temperature overnight. The reaction mixture was poured into ice and extracted with ethyl acetate (300 mL). The organic layer was dried over sodium sulfate and evaporated to dryness to give crude (2,2-difluoro-benzo[1,3]dioxol-5-yl)-acetonitrile (3.3 g) which was used directly in the next step.

후처리

  1. additionThe reaction mixture was poured into ice
  2. extractionextracted with ethyl acetate (300 mL)
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. customevaporated to dryness

출처 및 근거

ORD 기록
ord-23859e6ff6fb470a8830acf3e5d16818
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08524910B2

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