methyl 4-(2-methylpiperidin-1-yl)-3-(trifluoromethyl)benzoate. Hydrochloride salt → 4-(2-Methylpiperidin-1-YL)-3-(trifluoromethyl)benzoic acid

HRID 336238Notes

Reaction equation

HRID 336238 reaction equation
Cl.[CH3:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH2:5][N:4]1[C:9]1[CH:18]=[CH:17][C:12]([C:13]([O:15]C)=[O:14])=[CH:11][C:10]=1[C:19]([F:22])([F:21])[F:20]>Cl>[CH3:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH2:5][N:4]1[C:9]1[CH:18]=[CH:17][C:12]([C:13]([OH:15])=[O:14])=[CH:11][C:10]=1[C:19]([F:21])([F:20])[F:22]

Participants

3

Reactant 1

HCID 118158357methyl 4-(2-methylpiperidin-1-yl)-3-(trifluoromethyl)benzoate. Hydrochloride salt

Product 1

HCID 594956554-(2-Methylpiperidin-1-YL)-3-(trifluoromethyl)benzoic acidYield 85%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of methyl 4-(2-methylpiperidin-1-yl)-3-(trifluoromethyl)benzoate. Hydrochloride salt (25 g, 74 mmol) in HCl 4M (200 mL) was stirred at 100° C. for 16 hours. After cooling to room temperature, the precipitate was filtered off and dried under vacuum to afford the title compound (18 g, 85%) of as a white solid.

Workup

  1. filtrationthe precipitate was filtered off
  2. customdried under vacuum

Sources & evidence

ORD record
ord-321f7ba858054972a7aa9364fac889d8
Source dataset
uspto-grants-2014_11
Patent number
US08889668B2

Reaction notes

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