Hydrochloric Acid → HCID 67506075, compound

HRID 473815Notes

Reaction equation

HRID 473815 reaction equation
[F:1][C:2]1([F:21])[CH2:7][CH2:6][N:5](C(OC(C)(C)C)=O)[CH:4]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:3]1.Cl>CO.O1CCOCC1>[F:21][C:2]1([F:1])[CH2:7][CH2:6][NH:5][CH:4]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH2:3]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67505810HCID 67505810, compound

Product 1

HCID 67506075HCID 67506075, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of tert-butyl 4,4-difluoro-2-phenylpiperidine-1-carboxylate (0.17 g, 0.57 mmol) in methanol (5 mL) was added 4M hydrogen chloride in dioxane (5 mL). The reaction mixture was stirred at room temperature for 4 hours then concentrated and the residue was triturated with diethyl ether. The white solid was collected by filtration and dried to give 4,4-difluoro-2-phenylpiperidine as the hydrochloride salt (93 mg, 70%). GC-MS (EI) for C11H13F2N: 197 (MH+).

Workup

  1. concentrationthen concentrated
  2. customthe residue was triturated with diethyl ether
  3. filtrationThe white solid was collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-b48bad4efa13493ebd79f928400c145e
Source dataset
uspto-grants-2014_01
Patent number
US08637499B2

Reaction notes

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