Sodium Cyanide → 3-(1-Adamantyl)propanenitrile

HRID 1925511

반응식

HRID 1925511 반응식
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

참가 물질

4

반응물 2

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

생성물 1

HCID 33669013-(1-Adamantyl)propanenitrile

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
100 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-7ce11a9a6b6f40e48157489bb09fe894
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08178679B2

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