Ethanol hydrochloride → 4-[(4-Fluorophenyl)methyl]piperidin-4-ol hydrochloride

HRID 60592Notes

Reaction equation

HRID 60592 reaction equation
[F:1][C:2]1[CH:22]=[CH:21][C:5]([CH2:6][C:7]2([OH:20])[CH2:12][CH2:11][N:10](C(OC(C)(C)C)=O)[CH2:9][CH2:8]2)=[CH:4][CH:3]=1.[ClH:23].C(O)C>C(O)C>[ClH:23].[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][C:7]2([OH:20])[CH2:8][CH2:9][NH:10][CH2:11][CH2:12]2)=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 21887872Ethanol hydrochlorideHCID 23526831Tert-butyl 4-(4-fluorobenzyl)-4-hydroxypiperidine-1-carboxylate

Product 1

HCID 702405494-[(4-Fluorophenyl)methyl]piperidin-4-ol hydrochloride

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of tert-butyl 4-(4-fluorobenzyl)-4-hydroxypiperidine-1-carboxylate (2.0 g) in ethanol (10 mL) was added 2.0 M HCl/ethanol solution (20 mL), and the mixture was stirred at room temperature for 3 hr. The solvent was evaporated under reduced pressure, and the obtained solid was recrystallized from ethanol/hexane to give the title compound (1.4 g).

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe obtained solid was recrystallized from ethanol/hexane

Sources & evidence

ORD record
ord-54ba4f4c4e69486fa8169000c7ef9756
Source dataset
uspto-grants-2016_09
Patent number
US09440990B2

Reaction notes

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