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Sodium Cyanide → 4-(Trifluoromethylthio)phenylacetonitrile

HRID 894542
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인쇄 미리보기

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HRID 894542 반응식
[C-:1]#[N:2].[Na+].[F:4][C:5]([S:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13]Cl)=[CH:11][CH:10]=1)([F:7])[F:6]>O.[Cl-].C([N+](CC)(CC)CC)C>[F:4][C:5]([S:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13][C:1]#[N:2])=[CH:11][CH:10]=1)([F:7])[F:6]
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참가 물질

5

반응물 2

HCID 8929Sodium CyanideHCID 27831641-(Chloromethyl)-4-((trifluoromethyl)sulfanyl)benzene

생성물 1

HCID 27779054-(Trifluoromethylthio)phenylacetonitrile수율 123.3%

시약·촉매·용매 2

HCID 5946Tetraethylammonium Chloride촉매HCID 962Water용매2회

반응 조건

온도
110 °C

실험 절차

75 g of sodium cyanide were dissolved in 200 ml of water, and 15 g of tetraethylammonium chloride after 450 g of 4-trifluoromethylmercapto-benzyl chloride were added. The reaction mixture was stirred at 110° C. for 1 hour and then cooled. The cold mixture was diluted with 200 ml of water and then extracted twice with methylene chloride. After drying the organic phase, the solvent was distilled off and the crude product was purified by distillation. 410 g of 4-trifluoromethylmercapto-benzyl cyanide were obtained. Boiling point=95°-97° C./1.5 mm Hg; nD20 =1.5025.

후처리

  1. temperaturecooled
  2. extractionextracted twice with methylene chloride
  3. customAfter drying the organic phase
  4. distillationthe solvent was distilled off
  5. distillationthe crude product was purified by distillation

출처 및 근거

ORD 기록
ord-2c37f3add20f4cfb88092aad0eccb7a6
출처 데이터셋
uspto-grants-1981_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04284643

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