Oxalyl chloride → 1-Methylpiperidine-3-carbonyl chloride

HRID 1979020Notes

Reaction equation

HRID 1979020 reaction equation
[CH3:1][N:2]1[CH2:10][CH2:9][CH2:8][CH:4]([C:5](O)=[O:6])[CH2:3]1.C(Cl)(=O)C([Cl:14])=O>ClCCl.CN(C=O)C>[CH3:1][N:2]1[CH2:10][CH2:9][CH2:8][CH:4]([C:5]([Cl:14])=[O:6])[CH2:3]1

Participants

5

Reactant 2

HCID 65578Oxalyl chlorideHCID 27369371-methylpiperidine-3-carboxylic Acid

Product 1

HCID 200260181-Methylpiperidine-3-carbonyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Procedure

The hydrochloride salt of (±)-N-methylnipecotic acid (1.0 g) was suspended in dichloromethane (25 ml) and stirred at room temperature for 2 h with oxalyl chloride (0.58 ml) and DMF (1 drop). The solvent was then evaporated to yield the hydrochloride salt of N-methylnipecotyl chloride as a pale yellow solid.

Workup

  1. customThe solvent was then evaporated

Sources & evidence

ORD record
ord-2eb0199682ca473c95fae49870026299
Source dataset
uspto-grants-2001_05
Patent number
US06239175B1

Reaction notes

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