Ethanol hydrochloride → 4-(3,4-Difluorobenzyl)-4-hydroxypiperidine hydrochloride

HRID 60604

Reaction equation

HRID 60604 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][C:22]=1[F:23])[CH2:5][C:6]1([OH:19])[CH2:11][CH2:10][N:9](C(OC(C)(C)C)=O)[CH2:8][CH2:7]1.[ClH:24].C(O)C>C(O)C>[ClH:24].[F:1][C:2]1[CH:3]=[C:4]([CH:20]=[CH:21][C:22]=1[F:23])[CH2:5][C:6]1([OH:19])[CH2:11][CH2:10][NH:9][CH2:8][CH2:7]1

Participants

4

Reactant 2

HCID 21887872Ethanol hydrochlorideHCID 86680862Tert-butyl 4-(3,4-difluorobenzyl)-4-hydroxypiperidine-1-carboxylate

Product 1

HCID 866808634-(3,4-Difluorobenzyl)-4-hydroxypiperidine hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of tert-butyl 4-(3,4-difluorobenzyl)-4-hydroxypiperidine-1-carboxylate (4.7 g) in ethanol (30 mL) was added 2.0 M HCl/ethanol solution (36 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 (3.5 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-dc0cf333b11e4a979ca546b66958a5af
Source dataset
uspto-grants-2016_09
Patent number
US09440990B2

Linked notes

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