Sodium Cyanide → m-Chlorophenylacetonitrile

HRID 254809

반응식

HRID 254809 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][CH:9]=1)[CH2:5]Br.[C-:10]#[N:11].[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH2:5][C:10]#[N:11])[CH:7]=[CH:8][CH:9]=1

참가 물질

4

반응물 2

HCID 8929Sodium CyanideHCID 698381-(Bromomethyl)-3-chlorobenzene

생성물 1

HCID 73722m-Chlorophenylacetonitrile수율 87%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

The experimental procedure was followed by the method of Bruno P. Imbimbo et al [J. Med. Chem. 2005, 48, 5707-7520]. A solution of 3-chlorobenzylbromide (5 g, 24.3 mmol) and sodium cyanide (1.3 g, 26.8 mmol) in ethanol (50 ml) was heated to 80° C. for 2 hours. After resulting solution was cooled to room temperature and concentrated under reduced pressure. The residue was suspended in water and organic layer was extracted with ethyl acetate. The solution was evaporated and crude compound was purified by silica gel column chromatography (hexane/ethyl acetate=5/1) to yield 2-(3-chlorophenyl)acetonitrile (3.2 g, 87% yield) as colorless oil.

후처리

  1. customAfter resulting solution
  2. concentrationconcentrated under reduced pressure
  3. extractionorganic layer was extracted with ethyl acetate
  4. customThe solution was evaporated
  5. customcrude compound was purified by silica gel column chromatography (hexane/ethyl acetate=5/1)

출처 및 근거

ORD 기록
ord-8947ee673ebb41428f9ec878f3d5b2cd
출처 데이터셋
uspto-grants-2011_01
특허 번호
US07875647B2

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