Ethanol hydrochloride → 4-(2,4-Difluorobenzyl)-4-hydroxypiperidine hydrochloride

HRID 240406Notes

Reaction equation

HRID 240406 reaction equation
[F:1][C:2]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:3]=1[CH2:4][C:5]1([OH:18])[CH2:10][CH2:9][N:8](C(OC(C)(C)C)=O)[CH2:7][CH2:6]1.[ClH:24].C(O)C>C(O)C>[ClH:24].[F:1][C:2]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:3]=1[CH2:4][C:5]1([OH:18])[CH2:10][CH2:9][NH:8][CH2:7][CH2:6]1

Participants

4

Reactant 2

HCID 21887872Ethanol hydrochlorideHCID 86680865Tert-butyl 4-(2,4-difluorobenzyl)-4-hydroxypiperidine-1-carboxylate

Product 1

HCID 866808664-(2,4-Difluorobenzyl)-4-hydroxypiperidine hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of tert-butyl 4-(2,4-difluorobenzyl)-4-hydroxypiperidine-1-carboxylate (3.7 g) in ethanol (30 mL) was added 2.0 M HCl/ethanol solution (28 mL), and the mixture was stirred overnight at room temperature. The solvent was evaporated under reduced pressure, and the obtained solid was recrystallized from ethyl acetate/diisopropyl ether to give the title compound (2.9 g).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe obtained solid was recrystallized from ethyl acetate/diisopropyl ether

Sources & evidence

ORD record
ord-aac50ba9615b4b1da7c074e5e5ccf61a
Source dataset
uspto-grants-2014_02
Patent number
US08648079B2

Reaction notes

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