Thionyl Chloride → 1-Acetylpiperidine-4-carbonyl chloride

HRID 2420491Notes

Reaction equation

HRID 2420491 reaction equation
[C:1]([N:4]1[CH2:12][CH2:11][CH:7]([C:8](O)=[O:9])[CH2:6][CH2:5]1)(=[O:3])[CH3:2].S(Cl)([Cl:15])=O>>[C:1]([N:4]1[CH2:12][CH2:11][CH:7]([C:8]([Cl:15])=[O:9])[CH2:6][CH2:5]1)(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 1172551-Acetylpiperidine-4-carboxylic acid

Product 1

HCID 1009501-Acetylpiperidine-4-carbonyl chloride

Procedure

A sample of 65.4 g of 1-acetylisonipecotic acid is dissolved in 400 ml of thionyl chloride. The acid chloride precipitates from solution and one liter of petroleum ether is added. The mixture is filtered, the solid residue is washed several times with petroleum ether and dried, giving 1-acetylisonipecotoyl chloride as a white solid.

Workup

  1. customThe acid chloride precipitates from solution and one liter of petroleum ether
  2. additionis added
  3. filtrationThe mixture is filtered
  4. washthe solid residue is washed several times with petroleum ether
  5. customdried

Sources & evidence

ORD record
ord-c757b2835a824feca8cf0bbb7e63254a
Source dataset
uspto-grants-1978_08
Patent number
US04110459

Reaction notes

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