Thionyl Chloride → 2-(Chloromethyl)-1-methylpiperidine

HRID 2227436Notes

Reaction equation

HRID 2227436 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[CH2:8]O.S(Cl)([Cl:12])=O>C(Cl)(Cl)Cl>[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[CH2:8][Cl:12]

Participants

4

Reactant 2

HCID 24386Thionyl ChlorideHCID 893941-Methyl-2-piperidinemethanol

Product 1

HCID 1235172-(Chloromethyl)-1-methylpiperidineYield 34%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Treatment of 1-methyl-2-piperidinemethanol (12.9 g, 0.1 mol) with thionyl chloride (7.6 ml) in chloroform (40 ml), as described in example 3, gave 1-methyl-2-(chloromethyl) piperidine (5.0 g, 34%).

Sources & evidence

ORD record
ord-0d2f73011efa40beb08c0e50edbea1c9
Source dataset
uspto-grants-2002_07
Patent number
US06413987B1

Reaction notes

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