Thionyl Chloride → 1-Acetylpiperidine-4-carbonyl chloride

HRID 866998Notes

Reaction equation

HRID 866998 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-0498c495e28b432ba8b9b9d94423568f
Source dataset
uspto-grants-1978_07
Patent number
US04101663

Reaction notes

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