Dimethyl Sulfoxide → m-Trifluoromethylphenylacetonitrile

HRID 638225

반응식

HRID 638225 반응식
[F:1][C:2]([F:12])([F:11])[C:3]1[CH:4]=[C:5]([CH:8]=[CH:9][CH:10]=1)[CH2:6]Cl.[C-:13]#[N:14].[Na+].CS(C)=O>O>[F:1][C:2]([F:12])([F:11])[C:3]1[CH:4]=[C:5]([CH2:6][C:13]#[N:14])[CH:8]=[CH:9][CH:10]=1

참가 물질

5

반응물 3

HCID 679Dimethyl SulfoxideHCID 8929Sodium CyanideHCID 697163-(Trifluoromethyl)benzyl chloride

생성물 1

HCID 75360m-Trifluoromethylphenylacetonitrile수율 107.1%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A mixture of 12.0 g (61.5 mmole) m-trifluoromethylbenzyl chloride, 9.56 g (195 mmole) sodium cyanide and 60 ml dimethylsulfoxide was heated at 50° to 80° C. for four hours and poured into water. The aqueous mixture was extracted with methylene chloride, the extracts dried over sodium sulfate and the solvent evaporated in vacuo to give 12.2 g of yellow oil which was used in the next step. 1H-NMR(CDCl3)ppm(delta): 3.80 (s, 2H), 7.60 (s, 4H).

후처리

  1. temperaturewas heated at 50° to 80° C. for four hours
  2. extractionThe aqueous mixture was extracted with methylene chloride
  3. dry with materialthe extracts dried over sodium sulfate
  4. customthe solvent evaporated in vacuo

출처 및 근거

ORD 기록
ord-d46f14b90c1e453ea64887a24298fe1f
출처 데이터셋
uspto-grants-1985_12
특허 번호
US04560690

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