Piperidine → Ethyl 2-methyl-4-piperidinobutyrate

HRID 1657656

Reaction equation

HRID 1657656 reaction equation
Br[CH2:2][CH2:3][CH:4]([CH3:10])[C:5]([O:7][CH2:8][CH3:9])=[O:6].[NH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1>C1C=CC=CC=1>[CH2:8]([O:7][C:5](=[O:6])[CH:4]([CH3:10])[CH2:3][CH2:2][N:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)[CH3:9]

Participants

4

Reactant 2

HCID 8082PiperidineHCID 12780980Ethyl 4-bromo-2-methylbutanoate

Product 1

HCID 20361120Ethyl 2-methyl-4-piperidinobutyrate

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Conditions

Temperature
60 °C

Procedure

10.5 g. (0.05 mole) of ethyl 4-bromo-2-methylbutyrate was combined with 17.0 g. (0.20 mole) of piperidine and 100 ml. of benzene and stirred for 16 hours at room temperature and then heated at 60°C. for 4 hours. The reaction mixture was cooled and the colorless solid which appeared was removed by filtration. The mother liquor was concentrated to give a mobile yellow liquid which distilled (b.p. 78°C. at 0.25 mm) as 6.7 g. (63%) of colorless liquid.

Workup

  1. temperatureThe reaction mixture was cooled
  2. customthe colorless solid which appeared was removed by filtration
  3. concentrationThe mother liquor was concentrated
  4. customto give a mobile yellow liquid which
  5. distillationdistilled (b.p. 78°C. at 0.25 mm) as 6.7 g

Sources & evidence

ORD record
ord-d7789d8d080646dfa89fec6d8b50480b
Source dataset
uspto-grants-1976_06
Patent number
US03960871

Linked notes

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