Cyclohexanone → Morpholine, 4-(1-cyclohexen-1-yl)-

HRID 127841Notes

Reaction equation

HRID 127841 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[C:7]1(=O)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1>CCCCCC>[CH2:10]1[CH2:9][CH:8]=[C:7]([N:1]2[CH2:6][CH2:5][O:4][CH2:3][CH2:2]2)[CH2:12][CH2:11]1

Participants

4

Reactant 2

HCID 7967CyclohexanoneHCID 8083Morpholine

Product 1

HCID 69589Morpholine, 4-(1-cyclohexen-1-yl)-

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

A mixture of morpholine (697 ml.), cyclohexanone (820 ml.) and hexane (800 ml.) is heated to reflux under nitrogen with a Dean-Stark trap for 18 hours. The aqueous phase (206 ml.) is collected in the distillate trap. The mixture is distilled under vacuum increasing the vacuum to 29 inches and 90°-100° to give the title compound as an oily residue.

Workup

  1. temperatureis heated
  2. temperatureto reflux under nitrogen with a Dean-Stark trap for 18 hours
  3. distillationThe aqueous phase (206 ml.) is collected in the distillate trap
  4. distillationThe mixture is distilled under vacuum
  5. temperatureincreasing the vacuum to 29 inches and 90°-100°

Sources & evidence

ORD record
ord-3c671f9ec4ab43d3a79aa2daee44620f
Source dataset
uspto-grants-1981_03
Patent number
US04257949

Reaction notes

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