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

HRID 1576148Notes

Reaction equation

HRID 1576148 reaction equation
[C:1]1(=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[NH:8]1[CH2:13][CH2:12][O:11][CH2:10][CH2:9]1>C1(C)C=CC=CC=1>[O:11]1[CH2:12][CH2:13][N:8]([C:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]=2)[CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 7967CyclohexanoneHCID 8083Morpholine

Product 1

HCID 69589Morpholine, 4-(1-cyclohexen-1-yl)-Yield 94%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Illustratively, cyclohexanone may be reacted with morpholine by refluxing these reactants in toluene for a period of about three hours at a temperature of about 110° Centigrade (°C) to yield the preferred enamine reactant, 1-morpholino-1-cyclohexene, in a yield of about 94 percent together with water which is readily removed therefrom.

Sources & evidence

ORD record
ord-1305d88021f54518ba48e7a86a20a92b
Source dataset
uspto-grants-1976_09
Patent number
US03979455

Reaction notes

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