Hydrogen chloride-ethyl acetate → 4-Hydroxy-4-[(2-fluorophenyl)ethynyl]piperidine hydrochloride

HRID 606243Notes

Reaction equation

HRID 606243 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]([OH:23])([C:14]#[C:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[F:22])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:24].C(OCC)(=O)C>C(OCC)(=O)C>[ClH:24].[OH:23][C:11]1([C:14]#[C:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[F:22])[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 21866389Hydrogen chloride-ethyl acetateHCID 222482031-(Tert-butoxycarbonyl)-4-hydroxy-4-[(2-fluorophenyl)ethynyl]piperidine

Product 1

HCID 222484404-Hydroxy-4-[(2-fluorophenyl)ethynyl]piperidine hydrochloride

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

After dissolving 1.4 g of 1-(tert-butoxycarbonyl)-4-hydroxy-4-[(2-fluorophenyl)ethynyl]piperidine in 20 ml of ethyl acetate, 10 ml of 4N hydrogen chloride/ethyl acetate was added and the mixture was stirred overnight at room temperature. The solvent was distilled off under reduced pressure to obtain 1.28 g of 4-hydroxy-4-[(2-fluorophenyl)ethynyl]piperidine hydrochloride.

Workup

  1. additionwas added
  2. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-648491b1ce2a47bc881e87379d80b1bf
Source dataset
uspto-grants-2011_03
Patent number
US07915274B2

Reaction notes

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