Diketene → HCID 60932672, compound

HRID 1055189Notes

Reaction equation

HRID 1055189 reaction equation
[OH:1][CH:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[CH2:8]=[C:9]1[O:13][C:11](=[O:12])[CH2:10]1>CO>[OH:1][CH:2]1[CH2:7][CH2:6][N:5]([C:11](=[O:12])[CH2:10][C:9](=[O:13])[CH3:8])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 12661DiketeneHCID 79341Piperidin-4-ol

Product 1

HCID 60932672HCID 60932672, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of 25.30 g (0.25 mol) 4-hydroxy-piperidin in 50 ml MeOH was added dropwise to a solution of 20.00 g (0.24) diketene in 50 ml MeOH at 0° C. After stirring for 1 hour at 0° C., no starting material was detected anymore by thin-layer chromatography. The reaction mixture was spun off and the residue was purified by means of column chromatography. 42.54 g (96% yield) of a slightly yellow oil was obtained.

Workup

  1. customthe residue was purified by means of column chromatography
  2. custom42.54 g (96% yield) of a slightly yellow oil was obtained

Sources & evidence

ORD record
ord-2b6cc81370ad40e28e78b69d5f143b24
Source dataset
uspto-grants-2016_07
Patent number
US09394324B2

Reaction notes

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