Morpholine → Morpholine, 4-(3-methyl-1-oxo-2-butenyl)-

HRID 1580953Notes

Reaction equation

HRID 1580953 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH3:7][C:8]([CH3:13])=[CH:9][C:10](Cl)=[O:11]>CCOCC>[CH3:7][C:8]([CH3:13])=[CH:9][C:10]([N:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1)=[O:11]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 1023943-Methyl-2-butenoyl chloride

Product 1

HCID 532089Morpholine, 4-(3-methyl-1-oxo-2-butenyl)-

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Morpholine (2 equivalents) is added to a well-stirred ice-cooled solution in dry ether of 3,3-dimethylacryloyl chloride (1 equivalent) and when addition is complete, the mixture is warmed for a few minutes. the mixture is then cooled, filtered, the solvent removed and the residue recrystallized from 60-80 petrol to give 3,3-dimethylacryloyl morpholine m.pt. 52°-4°.

Workup

  1. temperaturethe mixture is warmed for a few minutes
  2. temperaturethe mixture is then cooled
  3. filtrationfiltered
  4. customthe solvent removed
  5. customthe residue recrystallized from 60-80 petrol

Sources & evidence

ORD record
ord-4b0189e5202946c5ad85030bda96644e
Source dataset
uspto-grants-1976_01
Patent number
US03935207

Reaction notes

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