Acetone Cyanohydrin → HCID 20354863、化合物

HRID 1580782ノート

反応式

HRID 1580782 の反応式
C([O:4][CH:5]1[C:9](=[O:10])[C:8]([CH2:11][CH2:12][CH:13]([O:19][C:20](=[O:22])[CH3:21])[CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])=[CH:7][CH2:6]1)(=O)C.CC(C)(O)[C:25]#[N:26].C(=O)([O-])[O-].[Na+].[Na+]>CO>[C:20]([O:19][CH:13]([CH2:14][CH2:15][CH2:16][CH2:17][CH3:18])[CH2:12][CH2:11][CH:8]1[CH:7]([C:25]#[N:26])[CH2:6][CH:5]([OH:4])[C:9]1=[O:10])(=[O:22])[CH3:21]

参加物

5

反応物 3

HCID 6406Acetone CyanohydrinHCID 10340Sodium CarbonateHCID 20354859HCID 20354859、化合物

生成物 1

HCID 20354863HCID 20354863、化合物収率 96.9%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

5-Acetoxy-2-(3-acetoxyoctyl)cyclopent-2-enone (15.5 g.) [prepared as described in (h) above], acetone cyanohydrin (6.0 g.), aqueous sodium carbonate solution (10.0% w/v; 5 ml.) and methanol (75 ml.) were stirred together and heated at reflux for 4 hours. Methanol was removed in vacuo, water (50 ml.) was added and the mixture extracted with diethyl ether. The ethereal extract was washed with water, dried with magnesium sulphate and evaporated in vacuo to give 2-(3-acetoxyoctyl)-3-cyano-5-hydroxycyclopentanone (14.3 g.) which was used as starting material in the following preparation (k) of 3,4-dihydroxy-2-(3-hydroxyoctyl)cyclopentane carbonitrile without further purification.

後処理

  1. temperatureheated
  2. temperatureat reflux for 4 hours
  3. customMethanol was removed in vacuo, water (50 ml.)
  4. additionwas added
  5. extractionthe mixture extracted with diethyl ether
  6. extractionThe ethereal extract
  7. washwas washed with water
  8. dry with materialdried with magnesium sulphate
  9. customevaporated in vacuo

出典と根拠

ORDレコード
ord-6c31fdffca154fb1a63e775025a543c6
出典データセット
uspto-grants-1976_01
特許番号
US03933890

反応ノート

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