Diazomethane → Methyl N-Boc-4-piperidinepropionate

HRID 557697Notes

Reaction equation

HRID 557697 reaction equation
[C:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][CH2:15][C:16]([OH:18])=[O:17])[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[N+](=[CH2:21])=[N-]>CCOCC>[CH3:21][O:17][C:16](=[O:18])[CH2:15][CH2:14][CH:11]1[CH2:12][CH2:13][N:8]([C:1]([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2])[CH2:9][CH2:10]1

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 15125403-(1-((Tert-butoxy)carbonyl)piperidin-4-yl)propanoic acid

Product 1

HCID 1502093Methyl N-Boc-4-piperidinepropionate

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

To a solution of 3-(N-Boc-piperidine-4-yl)-propionic acid (4.0 g, 15.6 mmol) in ether (100 mL) was added a solution of diazomethane in ether (0.2 M, 100 ml) in portions until the solution became lightly yellow. The mixture was stirred at room temperature for 1 hr and the solvents were evaporated to give 3-(N-Boc-piperidine-4-yl)-propionic acid methyl ester (4.2 g) as an oil.

Workup

  1. customthe solvents were evaporated

Sources & evidence

ORD record
ord-d328ff2dd6f74c12b5a7cd7a1928b43e
Source dataset
uspto-grants-2011_11
Patent number
US08058299B2

Reaction notes

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