Hydrochloric Acid → HCID 86624651, compound

HRID 1091982Notes

Reaction equation

HRID 1091982 reaction equation
[F:1][C:2]([F:28])([O:7][C:8]1[CH:27]=[CH:26][C:11]([O:12][CH:13]2[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]2)=[CH:10][CH:9]=1)[C:3]([F:6])([F:5])[F:4].[ClH:29]>O1CCOCC1>[ClH:29].[F:28][C:2]([F:1])([O:7][C:8]1[CH:9]=[CH:10][C:11]([O:12][CH:13]2[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]2)=[CH:26][CH:27]=1)[C:3]([F:6])([F:5])[F:4]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86624653HCID 86624653, compound

Product 1

HCID 86624651HCID 86624651, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

tert-butyl 4-[4-(pentafluoroethoxy)phenoxy]piperidine-1-carboxylate (3.8 g) was stirred in 4.0M HCl in 1,4-dioxane (50 mL) for 1 hour. The solvent was removed the resulting solid triturated with diethyl ether (50 mL), filtered and washed with diethyl ether (2×50 mL) to yield 4-[4-(pentafluoroethoxy)phenoxy]piperidine hydrochloride as a white solid (2.9 g) NMR Spectrum: (CDCl3) 2.1 (m, 2H), 2.3 (m, 2H), 3.3 (m, 4H), 4.6.(s, 1H), 6.9 (m, 2H), 7.2 (m, 2H), 9.8 (broad, 1H); Mass Spectrum: M−H− 312

Workup

  1. customThe solvent was removed the resulting solid
  2. customtriturated with diethyl ether (50 mL)
  3. filtrationfiltered
  4. washwashed with diethyl ether (2×50 mL)

Sources & evidence

ORD record
ord-93de6a6f04204ac5939f87350f202b37
Source dataset
uspto-grants-2012_03
Patent number
US08129412B2

Reaction notes

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