Sodium Cyanide → 2-[p-(2-Thenoyl)phenyl]acetonitrile

HRID 461719

반응식

HRID 461719 반응식
[C-:1]#[N:2].[Na+].[S:4]1[CH:8]=[CH:7][CH:6]=[C:5]1[C:9]([C:11]1[CH:16]=[CH:15][C:14]([CH2:17]Cl)=[CH:13][CH:12]=1)=[O:10]>CS(C)=O>[C:5]1([C:9]([C:11]2[CH:16]=[CH:15][C:14]([CH2:17][C:1]#[N:2])=[CH:13][CH:12]=2)=[O:10])[S:4][CH:8]=[CH:7][CH:6]=1

참가 물질

4

반응물 2

HCID 8929Sodium CyanideHCID 21391736alpha-Chloro-p-tolyl 2-thienyl ketone

생성물 1

HCID 122329742-[p-(2-Thenoyl)phenyl]acetonitrile

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

반응 조건

온도
60 °C

실험 절차

A mixture of 5.9 parts of sodium cyanide in 40 parts of dimethyl sulfoxide is heated to 60° C and there are added at once 9.5 parts of α-chloro-p-tolyl 2-thienyl ketone (exothermic reaction: temperature rises to 100° C). The whole is stirred for 2 hours at 60° C. After cooling, the reaction mixture is poured onto water and the product is extracted three times with 450 parts of chloroform. The combined extracts are washed twice with 200 parts of water, dried and evaporated. The dark-coloured residual tar is extracted five times with ether; the combined ether extracts are stirred with activated charcoal, filtered and evaporated. The residue is triturated in petroleumether (solid carbon dioxide) and the whole is evaporated, yielding 2-[p-(2-thenoyl)phenyl]acetonitrile as a residue.

후처리

  1. temperatureAfter cooling
  2. additionthe reaction mixture is poured onto water
  3. extractionthe product is extracted three times with 450 parts of chloroform
  4. washThe combined extracts are washed twice with 200 parts of water
  5. customdried
  6. customevaporated
  7. extractionThe dark-coloured residual tar is extracted five times with ether
  8. stirringthe combined ether extracts are stirred with activated charcoal
  9. filtrationfiltered
  10. customevaporated
  11. customThe residue is triturated in petroleumether (solid carbon dioxide)
  12. customthe whole is evaporated

출처 및 근거

ORD 기록
ord-1193e597455b4cd9918d39b884ea681c
출처 데이터셋
uspto-grants-1977_12
특허 번호
US04064132

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