Hydrochloric Acid → Hydrochloric Acid

HRID 713178Notes

Reaction equation

HRID 713178 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([F:23])=[C:6]([CH:22]=1)[C:7]([CH:9]1[CH2:14][CH2:13][N:12](C(OC(C)(C)C)=O)[CH2:11][CH2:10]1)=[O:8].[ClH:24]>O1CCOCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([F:23])=[C:6]([C:7]([CH:9]2[CH2:10][CH2:11][NH:12][CH2:13][CH2:14]2)=[O:8])[CH:22]=1.[ClH:24]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 49761188tert-Butyl 4-(5-chloro-2-fluorobenzoyl)piperidine-1-carboxylate

Product 2

HCID 313Hydrochloric AcidYield 475%HCID 49761187(5-Chloro-2-fluorophenyl)(piperidin-4-yl)methanone

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of tert-butyl 4-(5-chloro-2-fluorobenzoyl)piperidine-1-carboxylate (287.9 mg, 0.843 mmol) in dioxane (2.41 mL) was treated with HCl (2.11 mL, 8.43 mmol) at rt and the resulting reaction mixture was stirred overnight. The reaction mixture was diluted with hexanes and filtered by suction to afford (5-chloro-2-fluorophenyl)(piperidin-4-yl)methanone as its HCl salt (146 mg, 62.3%) as a yellow solid. ESI-MS m/z [M+H]+242.20.

Workup

  1. customthe resulting reaction mixture
  2. filtrationfiltered by suction

Sources & evidence

ORD record
ord-9d49f41d15444870bf1ce1c65a16e3fa
Source dataset
uspto-grants-2015_11
Patent number
US09181249B2

Reaction notes

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