4-Benzylpiperidine → HCID 14053690, compound

HRID 1029395Notes

Reaction equation

HRID 1029395 reaction equation
[NH:1]1[C:5](=[O:6])[CH2:4][CH2:3][C@H:2]1[C:7]([O:9]C)=O.[CH2:11]([CH:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>C1(C)C=CC=CC=1>[CH2:11]([CH:18]1[CH2:23][CH2:22][N:21]([C:7]([CH:2]2[NH:1][C:5](=[O:6])[CH2:4][CH2:3]2)=[O:9])[CH2:20][CH2:19]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 317384-BenzylpiperidineHCID 78646Methyl 5-oxo-L-prolinate

Product 1

HCID 14053690HCID 14053690, compoundYield 83.7%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Methyl pyroglutamate (4.3 g) and 7.9 g of 4-benzylpiperidine were dissolved in 20 ml of toluene and the mixture was heated to reflux with stirring for 24 hours. The reaction solution was treated with a silica gel column chromatography to give 7.2 g of the product which was recrystallized from diethyl ether to afford 6.5 g of desired product, m.p. 160°-161° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureto reflux
  3. additionThe reaction solution was treated with a silica gel column chromatography

Sources & evidence

ORD record
ord-2a8c513531f841418645acb6b1c2df89
Source dataset
uspto-grants-1992_04
Patent number
US05102882

Reaction notes

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