Hydrochloric Acid → 4-((2,2,2-Trifluoroethoxy)methyl)piperidine hydrochloride

HRID 341511Notes

Reaction equation

HRID 341511 reaction equation
[ClH:1].O1CCOCC1.[F:8][C:9]([F:27])([F:26])[CH2:10][O:11][CH2:12][CH:13]1[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][CH2:14]1>>[ClH:1].[F:27][C:9]([F:8])([F:26])[CH2:10][O:11][CH2:12][CH:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 66802837Tert-butyl 4-[(2,2,2-trifluoroethoxy)methyl]piperidine-1-carboxylate2×

Product 1

HCID 457917814-((2,2,2-Trifluoroethoxy)methyl)piperidine hydrochlorideYield 59%

Procedure

A solution of 4M hydrogen chloride in 1,4-dioxane (2.48 mL, 9.93 mmol) was added to tert-butyl 4-[(2,2,2-trifluoroethoxy)methyl]piperidine-1-carboxylate (Intermediate 180, 0.289 g, 0.993 mmol) and the mixture was stirred at room temperature for 18 h before being evaporated to dryness to provide the title compound (0.136 g, 59%). Method B HPLC-MS: MH+ (HCl salt) requires m/z=198 Found: m/z=198, Rt=0.72 min.

Workup

  1. custombefore being evaporated to dryness

Sources & evidence

ORD record
ord-9ac86b30b1a54eca85812a92f24e29b9
Source dataset
uspto-grants-2014_11
Patent number
US08895733B2

Reaction notes

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