Water → E-1-crotonoyl-2,2,6-trimethylcyclohexane

HRID 1076296ノート

反応式

HRID 1076296 の反応式
[CH3:1][C:2]1([CH3:14])[CH2:7][CH2:6][CH2:5][C@H:4]([CH3:8])[C@@H:3]1[CH2:9][CH2:10][CH:11](O)[CH3:12].[OH2:15]>C1C=CC=CC=1>[C:9]([CH:3]1[CH:4]([CH3:8])[CH2:5][CH2:6][CH2:7][C:2]1([CH3:14])[CH3:1])(=[O:15])/[CH:10]=[CH:11]/[CH3:12]

参加物

4

反応物 2

HCID 962Water2 回HCID 59957946cis-1-(2,2,6-Trimethylcyclohexyl)-3-butanol

生成物 1

HCID 21989633E-1-crotonoyl-2,2,6-trimethylcyclohexane

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

A solution of 320 g (1.5 moles) of the ketol prepared in Example 2 in 1000 ml of benzene containing 2 g p-toluenesulphonic acid is heated in an apparatus for azeotropical water separation (Dean-Stark) till no more water separates. The reaction mixture is washed with a solution of sodium bicarbonate till neutral reaction and dried over anhydrous sodium sulfate. The solvent is removed by distillation at reduced pressure and the residue is distilled through a short Vigreux column. The product, cis, E-1-crotonoyl-2,2,6-trimethyl-cyclohexane (III, contains about 10% of the trans isomer) is collected at 76°C/1 mm; yield 273 g (94%). Recrystallization from pentane gives cis, E-1-crotonoyl-2,2,6-trimethylcyclohexane in high purity (m.p. 27°-28°C).

後処理

  1. washThe reaction mixture is washed with a solution of sodium bicarbonate till neutral reaction
  2. dry with materialdried over anhydrous sodium sulfate
  3. customThe solvent is removed by distillation at reduced pressure
  4. distillationthe residue is distilled through a short Vigreux column
  5. customis collected at 76°C/1 mm
  6. customRecrystallization from pentane

出典と根拠

ORDレコード
ord-c82ba37fdbc9447a8d54c12d24d9acd0
出典データセット
uspto-grants-1976_05
特許番号
US03956392

反応ノート

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