Propanal → 4-(Prop-1-en-1-yl)morpholine

HRID 1504256Notes

Reaction equation

[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C(=O)([O-])[O-].[K+].[K+].[CH:13](=O)[CH2:14][CH3:15]>>[CH:13]([N:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1)=[CH:14][CH3:15]

Participants

Reactant 3

HCID 527Propanal

HCID 8083Morpholine

HCID 11430Potassium Carbonate

Product 1

HCID 544254874-(Prop-1-en-1-yl)morpholineYield 77.9%

Conditions

Temperature: 40 °C

Procedure

A reaction flask was charged with morpholine (938 g, 10.8 mol) and potassium carbonate (K2CO3) (800 g, 5.8 mol) and heated to 40° C. with stirring. Propionaldehyde (500 g, 8.6 mol) was added dropwise while the temperature was kept under 60° C. with a water bath. After the completion of the addition, the reaction mixture was aged for two hours and filtered. The obtained filtrate was further distilled to provide 4-propenyl-morpholine (850 g, 6.7 mol).

Workup

customwas kept under 60° C. with a water bath
additionAfter the completion of the addition
filtrationfiltered
distillationThe obtained filtrate was further distilled

Sources & evidence

ORD record: ord-af5c62cc7ea94d66992575acc81b0650
Source dataset: uspto-grants-2015_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09212336B2

Reaction notes

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