Hydrochloric Acid → 2-(3-Fluorophenyl)-2-(piperidin-1-yl)acetic acid hydrochloride

HRID 404669Notes

Reaction equation

HRID 404669 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:8]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)[C:9]([O:11]C)=[O:10])[CH:5]=[CH:6][CH:7]=1.[ClH:19]>O1CCOCC1>[ClH:19].[F:1][C:2]1[CH:3]=[C:4]([CH:8]([N:13]2[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]2)[C:9]([OH:11])=[O:10])[CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86688930HCID 86688930, compound

Product 1

HCID 866889312-(3-Fluorophenyl)-2-(piperidin-1-yl)acetic acid hydrochlorideYield 94.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

Methyl 2-(3-fluorophenyl)-2-(piperidin-1-yl)acetate (224 mg, 0.89 mmol) and 37% HCl (813 μl, 26.7 mmol) were dissolved in dioxane (3 ml) and stirred under microwave irradiation at 100° C. for 6 hours. The solvents were evaporated and the residue was triturated with Et2O and sonicated. The solid was collected by suction filtration, washed with Et2O and dried under vacuum overnight to collect 2-(3-fluorophenyl)-2-(piperidin-1-yl)acetic acid hydrochloride (230 mg, 94% yield).

Workup

  1. customThe solvents were evaporated
  2. customthe residue was triturated with Et2O
  3. customsonicated
  4. filtrationThe solid was collected by suction filtration
  5. washwashed with Et2O
  6. customdried under vacuum overnight

Sources & evidence

ORD record
ord-263c0e04661f4e858ee47c95b16cd8cc
Source dataset
uspto-grants-2014_06
Patent number
US08748613B2

Reaction notes

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