Hydrochloric Acid → (4-Fluorophenyl)(1-piperidinyl)acetic acid hydrochloride

HRID 404682Notes

Reaction equation

HRID 404682 reaction equation
[ClH:1].[F:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[C:10]([O:12]C)=[O:11])=[CH:5][CH:4]=1>O1CCOCC1>[ClH:1].[F:2][C:3]1[CH:4]=[CH:5][C:6]([CH:9]([N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)[C:10]([OH:12])=[O:11])=[CH:7][CH:8]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 25233560Methyl 2-(4-fluorophenyl)-2-(piperidin-1-yl)acetate

Product 1

HCID 71432486(4-Fluorophenyl)(1-piperidinyl)acetic acid hydrochlorideYield 73.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

37% Hydrogen chloride (4.18 ml, 50.9 mmol) was added to a solution of methyl 2-(4-fluorophenyl)-2-(piperidin-1-yl)acetate (320 mg, 1.27 mmol) in dioxane (5 ml). The reaction was stirred under microwave irradiation at 100° C. for 5 hours. The solvent was evaporated and the solid triturated with acetonitrile to obtain 2-(4-fluorophenyl)-2-(piperidin-1-yl)acetic acid hydrochloride (255 mg, 73% yield) as a white solid.

Workup

  1. customThe solvent was evaporated
  2. customthe solid triturated with acetonitrile

Sources & evidence

ORD record
ord-879e1d04951c48e793fb9a77f8eb620c
Source dataset
uspto-grants-2014_06
Patent number
US08748613B2

Reaction notes

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