Acetone Cyanohydrin → 2-(6-Hydroxyhexyl)-3-oxocyclopentane-1-carbonitrile

HRID 1581101노트

반응식

HRID 1581101 반응식
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][C:8]1[C:9](=[O:13])[CH2:10][CH2:11][CH:12]=1.CC(C)(O)[C:16]#[N:17].C(=O)([O-])[O-].[Na+].[Na+]>CO>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH:8]1[C:9](=[O:13])[CH2:10][CH2:11][CH:12]1[C:16]#[N:17]

참가 물질

5

반응물 3

HCID 6406Acetone CyanohydrinHCID 10340Sodium CarbonateHCID 215614872-(6-Hydroxyhexyl)-2-cyclopenten-1-one

생성물 1

HCID 215615032-(6-Hydroxyhexyl)-3-oxocyclopentane-1-carbonitrile수율 73%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A mixture of 2-(6-hydroxyhexyl)-2-cyclopenten-1-one (10.5 g., 0.058 mole), acetone cyanohydrin (5.6 g., 0.065 mole), 6% aqueous sodium carbonate (5.2 ml.) and methanol (35 ml.) was stirred and heated under reflux for 4 hours. Methanol was removed in vacuo, water (70 ml.) was added and the mixture was extracted with diethyl ether and dried over magnesium sulphate. The solvent was removed by evaporation and the residue was distilled under reduced pressure to give 2-(6-hydroxyhexyl)-3-oxocyclopentanecarbonitrile (8.8 g., 73%), b.p. 135°-178°C./0.15 mm.Hg, nD25 1.4812.

후처리

  1. temperatureheated
  2. temperatureunder reflux for 4 hours
  3. customMethanol was removed in vacuo, water (70 ml.)
  4. additionwas added
  5. extractionthe mixture was extracted with diethyl ether
  6. dry with materialdried over magnesium sulphate
  7. customThe solvent was removed by evaporation
  8. distillationthe residue was distilled under reduced pressure

출처 및 근거

ORD 기록
ord-0e813889be024d96b63531a18beb2ad3
출처 데이터셋
uspto-grants-1976_01
특허 번호
US03935261

반응 노트

불러오는 중…