Ammonia → 3-Methylcyclohexanone

HRID 268195

反応式

HRID 268195 の反応式
[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][C:4](=[O:8])[CH2:3]1.OO.[NH3:11].[CH3:12][O-:13].[Na+].Cl>CO.O>[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][C:4](=[O:8])[CH2:3]1.[CH3:5][CH:4]1[CH2:3][CH2:2][CH2:7][CH2:6][NH:11][C:12]1=[O:13]

参加物

9

反応物 5

HCID 222AmmoniaHCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 115673-MethylcyclohexanoneHCID 10942334Sodium Methoxide

生成物 2

HCID 115673-MethylcyclohexanoneHCID 5812163-Methylcaprolactam

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

3,3'-Dimethyl-1,1'-peroxydicyclohexylamine (10 g.) derived from 3-methylcyclohexanone, hydrogen peroxide and ammonia, and probably a mixture of stereoisomers was added to a solution of sodium methoxide in methanol (2 g. sodium in 40 c.c. methanol) and the mixture heated under reflux for 2 hours; only a small amount of peroxide remained unreacted. The solution was cooled, diluted with water, neutralised with hydrochloric acid and extracted with chloroform. Distillation of the chloroform extract gave 3-methylcyclohexanone (4.7 g.), methylcaprolactam (4.1 g), b.p. 145°-150°/15 mm., and residue (0.5 g.). Examination of the methylcaprolactam fraction by N.M.R. spectroscopy showed it to be a mixture of 3- and 5-methyl-caprolactam; on storage this fraction crystallized and several recrystallisations yielded the 3-methylcaprolactam, m.p. 87°-100°.

後処理

  1. additionprobably a mixture of stereoisomers
  2. temperaturethe mixture heated
  3. temperatureunder reflux for 2 hours
  4. temperatureThe solution was cooled
  5. extractionextracted with chloroform
  6. distillationDistillation of the chloroform
  7. extractionextract

出典と根拠

ORDレコード
ord-5eaa7c71fcff430a8a59d0620b31fc51
出典データセット
uspto-grants-1976_03
特許番号
US03947406

関連ノート

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