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

HRID 39445

反応式

HRID 39445 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-23859e6ff6fb470a8830acf3e5d16818
出典データセット
uspto-grants-2013_09
特許番号
US08524910B2

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