Diketene → HCID 23283750, compound

HRID 1055233Notes

Reaction equation

HRID 1055233 reaction equation
[NH2:1][N:2]1[CH2:7][CH2:6][O:5][CH2:4][CH2:3]1.[CH2:8]=[C:9]1[O:13][C:11](=[O:12])[CH2:10]1>O1CCCC1>[N:2]1([NH:1][C:11](=[O:12])[CH2:10][C:9](=[O:13])[CH3:8])[CH2:7][CH2:6][O:5][CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 12661DiketeneHCID 20315N-Aminomorpholine

Product 1

HCID 23283750HCID 23283750, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

18 ml (0.19 mol) of 4-Aminomorpholine were added dropwise to a solution of 15 g of diketene (0.18 mol) in 200 ml tetrahydrofuran at −5 to 0° C. After 1 h stirring at 0° C. no more starting material was detected by thin layer chromatography. The reaction mixture was evaporated and the residue purified by column chromatography. This gave 26.1 g (0.14 mol, 78% yield) of a colorless oil.

Workup

  1. customThe reaction mixture was evaporated
  2. customthe residue purified by column chromatography

Sources & evidence

ORD record
ord-c6de5927a93a480db42a352b1e4d607d
Source dataset
uspto-grants-2016_07
Patent number
US09394324B2

Reaction notes

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