Hydrochloric Acid → 2-(2-Chloroethyl)piperidine--hydrogen chloride (1/1)
Reaction equation
O[CH2:2][CH2:3][CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][NH:5]1.[ClH:10]>>[ClH:10].[Cl:10][CH2:2][CH2:3][CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][NH:5]1Participants
3
Procedure
A 27.2 g (0.2 mole) sample of 2-(2-hydroxyethyl)piperidine was treated with ethereal hydrogen chloride and the salt was dried briefly. The solid was dissolved in 125 mL of warm chloroform and then 33.5 mL (0.46) of thionyl chloride was added in portions to the solution. The mixture was refluxed for 2.5 hr. The reaction mixture was cooled to room temperature, and the solvent evaporated in vacuo to a brown solid. The solid was recrystallized from ethanol-ether to give 17 g (46% yield) of the title compound as solid, mp=160°-162° C.
Workup
- customthe salt was dried briefly
- dissolutionThe solid was dissolved in 125 mL of warm chloroform
- addition33.5 mL (0.46) of thionyl chloride was added in portions to the solution
- temperatureThe mixture was refluxed for 2.5 hr
- customthe solvent evaporated in vacuo to a brown solid
- customThe solid was recrystallized from ethanol-ether
Sources & evidence
- ORD record
- ord-e1860fa00b104be2bf3a6566ba3bcca4
- Source dataset
- uspto-grants-1987_07
- Patent number
- US04683239
Reaction notes
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