HCID 68974277, compound → tert-Butyl 4-(4-methoxybenzoyl)piperidine-1-carboxylate

HRID 1726266Notes

Reaction equation

HRID 1726266 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([CH:14]([OH:23])[C:15]2[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=2)[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:23])[C:15]2[CH:16]=[CH:17][C:18]([O:21][CH3:22])=[CH:19][CH:20]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 68974277HCID 68974277, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 49760136tert-Butyl 4-(4-methoxybenzoyl)piperidine-1-carboxylateYield 88.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of the above alcohol (3.40 g, 10.6 mmol) in CH2Cl2 (50 mL) at room temperature was added SiO2 (13.60 g) and PCC (6.84 g, 31.70 mmol). The resulting mixture was stirred under N2 for 2 hours to afford 4-(4-methoxy-benzoyl)-piperidine-1-carboxylic acid tert-butyl ester as a yellow solid (3.00 g, 88%) after purification.

Sources & evidence

ORD record
ord-3a20d7744abe4c1893dd536fbb2a328a
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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