Ethylene Glycol → 1-[p-(2-Thenoyl)phenyl]cyclopropanecarboxylic acid

HRID 1439593노트

반응식

HRID 1439593 반응식
[C:1]1([C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3([C:17]#N)[CH2:16][CH2:15]3)=[CH:10][CH:9]=2)=[O:7])[S:5][CH:4]=[CH:3][CH:2]=1.[OH-:19].[K+].C(O)CO.C.[OH2:26]>>[C:1]1([C:6]([C:8]2[CH:13]=[CH:12][C:11]([C:14]3([C:17]([OH:26])=[O:19])[CH2:16][CH2:15]3)=[CH:10][CH:9]=2)=[O:7])[S:5][CH:4]=[CH:3][CH:2]=1

참가 물질

6

반응물 5

HCID 174Ethylene GlycolHCID 297MethaneHCID 962WaterHCID 14797Potassium HydroxideHCID 122329781-[p-(2-Thenoyl)phenyl]cyclopropanecarbonitrile

생성물 1

HCID 122329791-[p-(2-Thenoyl)phenyl]cyclopropanecarboxylic acid

반응 조건

온도
140 °C

실험 절차

A mixture of 10 parts of 1-[p-(2-thenoyl)phenyl]cyclopropanecarbonitrile, 3.92 parts of potassium hydroxide, 35 parts of ethylene glycol and 3.5 parts of water is stirred for 48 hours while heating at 140° C. The reaction mixture is poured onto water, stirred with activated charcoal and filtered over hyflo. The filtrate is acidified with hydrochloric acid and the product is extracted with ether. The latter is washed with water, dried, filtered and evaporated. The solid residue is crystallized from acetonitrile, yielding 6.1 parts of 1-[p-(2thenoyl)phenyl]cyclopropanecarboxylic acid; mp. 165.9° C (dec.).

후처리

  1. additionThe reaction mixture is poured onto water
  2. filtrationfiltered over hyflo
  3. extractionthe product is extracted with ether
  4. washThe latter is washed with water
  5. customdried
  6. filtrationfiltered
  7. customevaporated
  8. customThe solid residue is crystallized from acetonitrile

출처 및 근거

ORD 기록
ord-3910d21901e04e4cb4391a37584b14f5
출처 데이터셋
uspto-grants-1977_11
특허 번호
US04060528

반응 노트

불러오는 중…