N-Formylmorpholine → 4-Morpholinopyridine

HRID 1391082Notes

Reaction equation

HRID 1391082 reaction equation
Cl.[Cl-].[N:3]1[CH:8]=[CH:7][C:6]([N+:9]2[CH:14]=[CH:13]C=[CH:11][CH:10]=2)=[CH:5][CH:4]=1.C(N1CCOCC1)=[O:16]>>[O:16]1[CH2:13][CH2:14][N:9]([C:6]2[CH:7]=[CH:8][N:3]=[CH:4][CH:5]=2)[CH2:10][CH2:11]1

Participants

3

Reactant 2

HCID 20417N-FormylmorpholineHCID 794611-(Pyridin-4-yl)pyridin-1-ium chloride--hydrogen chloride (1/1/1)

Product 1

HCID 41454134-MorpholinopyridineYield 59%

Procedure

With complete analogy to Examples 5 and 6, the reaction of 4-pyridylpyridinium chloride hydrochloride with N-formylmorpholine produced, in a 59% yield, 4-morpholinopyridine, m.p. 93-95° C. (from ligroin).

Sources & evidence

ORD record
ord-1a3cf75f260b4072b2a6c232405228e9
Source dataset
uspto-grants-1979_02
Patent number
US04140853

Reaction notes

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