Diketene → HCID 60933053, compound

HRID 1055231Notes

Reaction equation

HRID 1055231 reaction equation
[CH3:1][O:2][CH:3]1[CH2:8][CH2:7][NH:6][CH2:5][CH2:4]1.[CH2:9]=[C:10]1[O:14][C:12](=[O:13])[CH2:11]1>O1CCCC1>[CH3:1][O:2][CH:3]1[CH2:8][CH2:7][N:6]([C:12](=[O:13])[CH2:11][C:10](=[O:14])[CH3:9])[CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 12661DiketeneHCID 776664-Methoxypiperidine

Product 1

HCID 60933053HCID 60933053, compoundYield 71%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

15 g (0.13 mol) of 4-methoxy-piperidine were added dropwise to a solution of 10.4 g of diketene (0.12 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 17.0 g (0.085 mol, 71% yield) of a colorless oil.

Workup

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

Sources & evidence

ORD record
ord-ba6a02e877ee4685902f8bd180ca6695
Source dataset
uspto-grants-2016_07
Patent number
US09394324B2

Reaction notes

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