Hydrochloric Acid → 4-(3,3-Difluoro-2-methylpropyl)piperidin-4-ol

HRID 2202408Notes

Reaction equation

HRID 2202408 reaction equation
C(OC[O:10][C:11]1([CH2:24][CH:25]([CH3:29])[CH:26]([F:28])[F:27])[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]1)C1C=CC=CC=1.Cl>CO>[F:28][CH:26]([F:27])[CH:25]([CH3:29])[CH2:24][C:11]1([OH:10])[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 90418894Tert-butyl 4-((benzyloxy)methoxy)-4-(3,3-difluoro-2-methylpropyl)piperidine-1-carboxylate

Product 1

HCID 904190164-(3,3-Difluoro-2-methylpropyl)piperidin-4-olYield 71.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A mixture of tert-butyl 4-((benzyloxy)methoxy)-4-(3,3-difluoro-2-methylpropyl)piperidine-1-carboxylate (0.33 g) and 5 M HCl in MeOH (4 mL) was stirred in methanol (15 mL) for 3 hrs. The solvent was then removed under vacuum to obtain crude product (4-(3,3-difluoro-2-methylpropyl)piperidin-4-ol (0.11 g). LC-MS: m/z 194.2 (M+H)+

Workup

  1. customThe solvent was then removed under vacuum

Sources & evidence

ORD record
ord-badec31e50c74b1a9842e8a63d7ab420
Source dataset
uspto-grants-2016_06
Patent number
US09365545B2

Reaction notes

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