Diketene → HCID 3107398, compound

HRID 1055253Notes

Reaction equation

HRID 1055253 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:3][CH2:2]1.[CH2:12]=[C:13]1[O:17][C:15](=[O:16])[CH2:14]1>O1CCCC1>[O:17]=[C:13]([CH3:12])[CH2:14][C:15]([N:1]1[CH2:6][CH2:5][CH:4]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[CH2:3][CH2:2]1)=[O:16]

Participants

4

Reactant 2

HCID 12661DiketeneHCID 70770Ethyl 4-piperidinecarboxylate

Product 1

HCID 3107398HCID 3107398, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

A solution of 18.70 g (0.12 mol) ethyl 4-piperidinecarboxylate in 50 ml tetrahydrofuran was added dropwise to a solution of 10.00 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.

Workup

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

Sources & evidence

ORD record
ord-6d32e9071caa42658c9963afad45749c
Source dataset
uspto-grants-2016_07
Patent number
US09394324B2

Reaction notes

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