Tert-butyl 4-[3-(benzyloxy)-2-methyl-3-oxopropyl]piperidine-1-carboxylate → Benzyl 2-methyl-3-piperidin-4-ylpropanoate

HRID 643567Notes

Reaction equation

HRID 643567 reaction equation
[CH2:1]([O:8][C:9](=[O:26])[CH:10]([CH3:25])[CH2:11][CH:12]1[CH2:17][CH2:16][N:15](C(OC(C)(C)C)=O)[CH2:14][CH2:13]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>Cl.O1CCOCC1>[CH3:25][CH:10]([CH2:11][CH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1)[C:9]([O:8][CH2:1][C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1)=[O:26]

Participants

4

Reactant 1

HCID 59261045Tert-butyl 4-[3-(benzyloxy)-2-methyl-3-oxopropyl]piperidine-1-carboxylate

Product 1

HCID 59261012Benzyl 2-methyl-3-piperidin-4-ylpropanoate

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 312751,4-DioxaneSolvent

Procedure

tert-Butyl 4-[3-(benzyloxy)-2-methyl-3-oxopropyl]piperidine-1-carboxylate was dissolved in 5 mL of anhydrous 4N HCl in dioxane and stirred at rt for 1 h. The reaction mixture was concentrated to afford benzyl 2-methyl-3-piperidin-4-ylpropanoate. ESI-MS calc. for C16H23NO2: 261; Found: 262 (M+H).

Workup

  1. concentrationThe reaction mixture was concentrated

Sources & evidence

ORD record
ord-1d168ef3f5354920b536dce124dd1a36
Source dataset
uspto-grants-2010_04
Patent number
US07700591B2

Reaction notes

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