HCID 13234261, compound → HCID 13188692, compound

HRID 434583Notes

Reaction equation

HRID 434583 reaction equation
[CH2:1]([C:3]1([C:9]([CH2:11]C#N)=[O:10])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1)[CH3:2]>Cl>[C:9]([C:3]1([CH2:1][CH3:2])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1)(=[O:10])[CH3:11]

Participants

3

Reactant 1

HCID 13234261HCID 13234261, compound

Product 1

HCID 13188692HCID 13188692, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

To 180 g. of (1-ethylcyclohexylcarbonyl)-acetonitrile was added 1 liter of 12 N hydrochloric acid, and the mixture was stirred under reflux for 2.5 hours and was cooled. The mixture was then extracted with one 1000 ml. and one 500 ml. portion of pentane, and the organic layers were combined, dried over magnesium sulfate and concentrated under vacuum at a temperature near 30°. The desired product was found to co-distill, in part, with the solvent, and so the vacuum and temperature were carefully watched to avoid excessive loss of the product, which was identified by its molecular ion in mass spectroscopic analysis, 154. Its boiling point was 44°-45° at 0.4 torr.

Workup

  1. temperatureunder reflux for 2.5 hours
  2. temperaturewas cooled
  3. extractionThe mixture was then extracted with one 1000 ml
  4. dry with materialdried over magnesium sulfate
  5. concentrationconcentrated under vacuum at a temperature near 30°

Sources & evidence

ORD record
ord-87b1cf88f152474981939a34778733b9
Source dataset
uspto-grants-1983_08
Patent number
US04398044

Reaction notes

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