Diketene → HCID 16770045, compound

HRID 1055232Notes

Reaction equation

HRID 1055232 reaction equation
[CH3:1][CH:2]1[O:7][CH:6]([CH3:8])[CH2:5][NH:4][CH2:3]1.[CH2:9]=[C:10]1[O:14][C:12](=[O:13])[CH2:11]1>O1CCCC1>[CH3:8][CH:6]1[O:7][CH:2]([CH3:1])[CH2:3][N:4]([C:12](=[O:13])[CH2:11][C:10](=[O:14])[CH3:9])[CH2:5]1

Participants

4

Reactant 2

HCID 12661DiketeneHCID 1108622,6-Dimethylmorpholine

Product 1

HCID 16770045HCID 16770045, compoundYield 74%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

23 ml (0.19 mol) of 2,6-dimethylmorpholine 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 26.5 g (0.13 mol, 74% yield) of a colorless oil.

Workup

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

Sources & evidence

ORD record
ord-887b12b89dfb4e18bddea5b387843d21
Source dataset
uspto-grants-2016_07
Patent number
US09394324B2

Reaction notes

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