2-Piperidone → 4-[2-(2-Piperidinylideneamino)benzyl]morpholine

HRID 1492192Notes

Reaction equation

HRID 1492192 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][C:2]1=O.[NH2:8][C:9]1[CH:21]=[CH:20][CH:19]=[CH:18][C:10]=1[CH2:11][N:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1.P(Cl)(Cl)(Cl)=O>C1C=CC=CC=1>[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][C:2]1=[N:8][C:9]1[CH:21]=[CH:20][CH:19]=[CH:18][C:10]=1[CH2:11][N:12]1[CH2:13][CH2:14][O:15][CH2:16][CH2:17]1

Participants

5

Reactant 3

HCID 126652-PiperidoneHCID 24813Phosphorus oxychlorideHCID 64845552-(Morpholin-4-ylmethyl)aniline

Product 1

HCID 1784204754-[2-(2-Piperidinylideneamino)benzyl]morpholine

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent2×

Procedure

A mixture of 2-piperidone (3.6 g) in benzene (30 ml), 4-(2-aminobenzyl)morpholine (5.7 g) in benzene (20 ml) and phosphorus oxychloride (3.6 ml) was heated at 65°-70° C. for 48 hours to yield 4-[2-(2-piperidinylideneamino)benzyl]morpholine (m.p. 108°-110° C.) which was recrystallised from hexane.

Sources & evidence

ORD record
ord-6c3242ec93fb458c9405051ed4afeacc
Source dataset
uspto-grants-1994_12
Patent number
US05373008

Reaction notes

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