Thionyl Chloride → 1-Methylpiperidine-4-carbonyl chloride

HRID 2224114Notes

Reaction equation

HRID 2224114 reaction equation
Cl.[CH3:2][N:3]1[CH2:8][CH2:7][CH:6]([C:9]([OH:11])=O)[CH2:5][CH2:4]1.S(Cl)([Cl:14])=O>>[CH3:2][N:3]1[CH2:8][CH2:7][CH:6]([C:9]([Cl:14])=[O:11])[CH2:5][CH2:4]1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 27600434-Piperidinecarboxylic acid, 1-methyl-, hydrochloride (1:1)

Product 1

HCID 4365031-Methylpiperidine-4-carbonyl chloride

Procedure

1-Methylpiperidine-4-carboxylic acid hydrochloride salt 10 g (55.7 mmol) was added to thionyl chloride (25 ml) and resulting mixture stirred at room temperature until the solid dissolved completely. The reaction mixture was stirred for another 20 minutes and concentrated. The product was used for the next step without further purification.

Workup

  1. customresulting mixture
  2. dissolutiondissolved completely
  3. stirringThe reaction mixture was stirred for another 20 minutes
  4. concentrationconcentrated
  5. customThe product was used for the next step without further purification

Sources & evidence

ORD record
ord-afb301580d0d452cb910bbdf707372de
Source dataset
uspto-grants-2008_05
Patent number
US07378420B2

Reaction notes

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