HCID 11461534, compound → tert-Butyl 4-(4-chlorobenzoyl)piperidine-1-carboxylate

HRID 1726259Notes

Reaction equation

HRID 1726259 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH:14]([C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)[OH:15])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C1C=C[NH+]=CC=1.[O-][Cr](Cl)(=O)=O>C(Cl)Cl>[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([C:14](=[O:15])[C:16]2[CH:17]=[CH:18][C:19]([Cl:22])=[CH:20][CH:21]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 2

HCID 11461534HCID 11461534, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 10519988tert-Butyl 4-(4-chlorobenzoyl)piperidine-1-carboxylateYield 99%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of the above alcohol (450 mg, 1.38 mmol), SiO2 (1.50 g) and PCC (895 mg, 4.15 mmol) in CH2Cl2 (25 mL) was stirred at room temperature for 1 hour to afford 4-(4-chloro-benzoyl)-piperidine-1-carboxylic acid tert-butyl ester as a yellow solid (440 mg, 99%) after purification.

Sources & evidence

ORD record
ord-bd8f811ecef1479d9b45446c8ffbeae8
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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