Thionyl Chloride → 1-Acetylpiperidine-4-carbonyl chloride

HRID 2071536Notes

Reaction equation

HRID 2071536 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-c7c0f28bd5a84af2b7b1e41858acc3e8
Source dataset
uspto-grants-1977_09
Patent number
US04046900

Reaction notes

Loading…