Tert-butyl 4-(4-chlorobenzylidene)piperidine-1-carboxylate → Tert-butyl 4-(4-chlorobenzyl)piperidine-1-carboxylate

HRID 1016435Notes

Reaction equation

HRID 1016435 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11](=[CH:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[H][H]>[Pt].C(O)C>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 2

HCID 22893850Tert-butyl 4-(4-chlorobenzylidene)piperidine-1-carboxylateHCID 178418361HCID 178418361, compound

Product 1

HCID 22893851Tert-butyl 4-(4-chlorobenzyl)piperidine-1-carboxylateYield 99.3%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 702EthanolSolvent

Procedure

A solution of 2 g of 4-(4-chloro-benzylidene)-piperidine-1-carboxylic acid tert-butyl ester and 0.5 g of 5% platinum on carbon in 10 mL of ethanol was allowed to stir overnight under 1 atm of hydrogen. The catalyst was filtered off and, the solution concentrated to give 2 g of 4-(4-chloro-benzyl)-piperidine-1-carboxylic acid tert-butyl ester as an oil.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe solution concentrated

Sources & evidence

ORD record
ord-4e1c8dc359394203ba0dae17b6a8ba8b
Source dataset
uspto-grants-2002_11
Patent number
US06476041B1

Reaction notes

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