Formaldehyde → 1-(Chloromethyl)piperidin-2-one

HRID 1376130Notes

Reaction equation

HRID 1376130 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][C:2]1=O.[CH2:8]=[O:9].[Cl:10][Si](C)(C)C>C1COCC1>[Cl:10][CH2:2][N:1]1[CH2:6][CH2:5][CH2:4][CH2:3][C:8]1=[O:9]

Participants

5

Reactant 3

HCID 712FormaldehydeHCID 6397ChlorotrimethylsilaneHCID 126652-Piperidone

Product 1

HCID 130983721-(Chloromethyl)piperidin-2-one

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound is prepared in accordance with the procedures set forth in Moreira, R. et al., Tet. Lett. , (1994), 35, 7107–7110. Thus, a mixture of 2-piperidinone (1.0 g, 10.09 mmol) and paraformaldehyde (500 mg) is refluxed in anhydrous THF (30 mL) and chlorotrimethylsilane (30 mL) overnight under N2. Concentrate the solvent under vacuum to give N-(chloromethyl)-2-piperidone as an oil (1.30 g).

Workup

  1. customThe title compound is prepared in accordance with the procedures
  2. concentrationConcentrate the solvent under vacuum

Sources & evidence

ORD record
ord-407ff0cfc56f43e099b350620a4d2b20
Source dataset
uspto-grants-2007_01
Patent number
US07169925B2

Reaction notes

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