Diethyl Ether → HCID 13479948, compound

HRID 1088683Notes

Reaction equation

HRID 1088683 reaction equation
C(=O)([O-])[O-].[K+].[K+].N1CCO[CH2:9][CH2:8]1.[CH:13](=[O:25])[CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24].[CH3:26][CH2:27]OCC>>[CH2:17]([CH:16]1[CH2:27][CH2:26][C:13](=[O:25])[CH2:14][CH2:15]1)[CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:8][CH3:9]

Participants

5

Reactant 4

HCID 3283Diethyl EtherHCID 8083MorpholineHCID 8194DodecanalHCID 11430Potassium Carbonate

Product 1

HCID 13479948HCID 13479948, compoundYield 74%

Procedure

A mixture of potassium carbonate (1 equivalent) and morpholine (3.3 equivalents) were cooled to -5° under an inert atmosphere and dodecanal (1 equivalent) was added dropwise over 30 minutes. The reaction mixture was allowed to warm to room temperature and stirring was continued for 3-6 hours. Addition to ether followed by filtration and concentration gave crude morpholine enamine. The residue was distilled to give the desired product; b.p. 103-108° /0.07 mm; yield 74%.

Workup

  1. additionwas added dropwise over 30 minutes
  2. filtrationfollowed by filtration and concentration
  3. customgave crude morpholine enamine
  4. distillationThe residue was distilled

Sources & evidence

ORD record
ord-db679e17bbae4b1bbf7664a5ca334e4e
Source dataset
uspto-grants-1990_10
Patent number
US04963557

Reaction notes

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