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

HRID 39446

反応式

HRID 39446 の反応式
[OH-].[Na+].[F:3][C:4]1([F:16])[O:8][C:7]2[CH:9]=[CH:10][C:11]([CH2:13][C:14]#[N:15])=[CH:12][C:6]=2[O:5]1.[CH2:17]([N+](CC)(CC)CC)[C:18]1C=CC=CC=1.[Cl-].BrCCCl>O>[F:16][C:4]1([F:3])[O:8][C:7]2[CH:9]=[CH:10][C:11]([C:13]3([C:14]#[N:15])[CH2:18][CH2:17]3)=[CH:12][C:6]=2[O:5]1

参加物

7

反応物 5

HCID 312ChlorideHCID 78491-Bromo-2-ChloroethaneHCID 14798Sodium HydroxideHCID 17208BenzyltriethylammoniumHCID 203113842,2-Difluoro-1,3-benzodioxole-5-acetonitrile

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
70 °C

実験手順

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. before 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.

後処理

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

出典と根拠

ORDレコード
ord-b5f7da59d0044b58b7f926938dd088e6
出典データセット
uspto-grants-2013_09
特許番号
US08524910B2

関連ノート

読み込み中…