tert-Butyl 3,3-dimethyl-4-oxopiperidine-1-carboxylate → HCID 68707465, compound

HRID 2355898Notes

Reaction equation

HRID 2355898 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11](=[O:14])[C:10]([CH3:16])([CH3:15])[CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>COC(OC)N(C)C>[C:1]([O:5][C:6]([N:8]1[CH2:13][C:12](=[CH:6][N:8]([CH3:13])[CH3:9])[C:11](=[O:14])[C:10]([CH3:16])([CH3:15])[CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 1

HCID 22278899tert-Butyl 3,3-dimethyl-4-oxopiperidine-1-carboxylate

Product 1

HCID 68707465HCID 68707465, compound

Reagents, catalysts & solvents 1

HCID 78373Dimethylformamide dimethyl acetalSolvent

Conditions

Temperature
130 °C

Procedure

3,3-Dimethyl-4-oxo-piperidine-1-carboxylic acid tert-butyl ester (5 g, 22 mmol) was dissolved in dimethyl formamide dimethylacetal (25 mL) and heated at reflux for 2 h. The reaction mixture was then heated to 130° C. for 1 h via microwave, and concentrated to give 6.43 g (quant.) as an oil which used without purification. 1H-NMR (CDCl3, 500 MHz) δ 1.07 (s, 6H), 1.45 (s, 9H), 3.06 (s, 6H), 3.37 (m, 2H), 4.57 (m, 2H), 7.41 (bs, 1H).

Workup

  1. temperatureheated
  2. temperatureat reflux for 2 h
  3. concentrationconcentrated
  4. customto give 6.43 g (quant.) as an oil which
  5. customused without purification

Sources & evidence

ORD record
ord-2cc695325a6843149fa7148fcdf58c9a
Source dataset
uspto-grants-2010_07
Patent number
US07754732B2

Reaction notes

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