Acetone Cyanohydrin → 2-(7-Hydroxyheptyl)-3-oxocyclopentanecarbonitrile

HRID 372045

反応式

HRID 372045 の反応式
[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][C:9]1[C:10](=[O:14])[CH2:11][CH2:12][CH:13]=1.CC(C)(O)[C:17]#[N:18].C(=O)([O-])[O-].[Na+].[Na+]>CO>[OH:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH:9]1[C:10](=[O:14])[CH2:11][CH2:12][CH:13]1[C:17]#[N:18]

参加物

5

反応物 3

HCID 6406Acetone CyanohydrinHCID 10340Sodium CarbonateHCID 205354882-(7-Hydroxyheptyl)cyclopent-2-en-1-one

生成物 1

HCID 205429242-(7-Hydroxyheptyl)-3-oxocyclopentanecarbonitrile収率 68.8%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A mixture of 2-(7-hydroxyheptyl)cyclopent-2-en-1-one (17 g.), acetone cyanohydrin (8.5 g.), 6% aqueous sodium carbonate (8 ml.) and methanol (50 ml.) was stirred and heated under reflux for 4 hours. Methanol was removed in vacuo, water (100 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-(7-hydroxyheptyl)-3-oxocyclopentanecarbonitrile (13.3 g.), b.p. 144°-182° C./0.15 mm.Hg, nD25 1.4795.

後処理

  1. temperatureheated
  2. temperatureunder reflux for 4 hours
  3. customMethanol was removed in vacuo, water (100 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

出典と根拠

ORDレコード
ord-93242c09198e4e669d88a20c53787e0c
出典データセット
uspto-grants-1978_05
特許番号
US04088695

関連ノート

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