Sodium Cyanide → 3-(1-Adamantyl)propanenitrile

HRID 1925511

反応式

HRID 1925511 の反応式
CS(O[CH2:6][CH2:7][C:8]12[CH2:17][CH:12]3[CH2:13][CH:14]([CH2:16][CH:10]([CH2:11]3)[CH2:9]1)[CH2:15]2)(=O)=O.[C-:18]#[N:19].[Na+]>CS(C)=O>[C:8]12([CH2:7][CH2:6][C:18]#[N:19])[CH2:17][CH:12]3[CH2:13][CH:14]([CH2:16][CH:10]([CH2:11]3)[CH2:9]1)[CH2:15]2

参加物

4

反応物 2

HCID 8929Sodium CyanideHCID 157176822-(1-Adamantyl)ethyl methanesulfonate

生成物 1

HCID 33669013-(1-Adamantyl)propanenitrile

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
100 °C

実験手順

To a solution of Intermediate 44 (4.1 g, 16.01 mmol) in dimethyl sulfoxide (18 mL) was slowly added sodium cyanide (0.98 g, 20 mmol). The reaction mixture was stirred at 100° C. for 1.5 hours and at room temperature overnight. The crude was partitioned between ether and water and the organic layer was washed with water. The solvent was removed under reduced pressure and the title compound was obtained as a colourless solid (2.9 g, 98%) and used in the next step without further purification.

後処理

  1. customThe crude was partitioned between ether and water
  2. washthe organic layer was washed with water
  3. customThe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-7ce11a9a6b6f40e48157489bb09fe894
出典データセット
uspto-grants-2012_05
特許番号
US08178679B2

関連ノート

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