1,4-Dioxane hydrochloride → Ethyl 4-Fluoropiperidine-4-carboxylate Hydrochloride

HRID 712220Notes

Reaction equation

HRID 712220 reaction equation
[F:1][C:2]1([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:7][CH2:6][N:5](C(OC(C)(C)C)=O)[CH2:4][CH2:3]1.[ClH:20].O1CCOCC1>O1CCOCC1>[ClH:20].[F:1][C:2]1([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:3][CH2:4][NH:5][CH2:6][CH2:7]1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 21306965Ethyl N-Boc-4-fluoropiperidine-4-carboxylate

Product 1

HCID 24729616Ethyl 4-Fluoropiperidine-4-carboxylate Hydrochloride

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To an ice-cold solution of 1-tert-butyl 4-ethyl 4-fluoropiperidine-1,4-dicarboxylate (1.0 g, 3.89 mmol) in 1,4-dioxane (10 mL) was added HCl-dioxane (4.0 M, 15 mL) solution and the mixture stirred at rt for 30 min. After completion of reaction (By TLC), solvent was evaporated to obtain brownish solid material (0.78 g) that was carried forward to the next step without purification. MS: 176.20 [M+H]+.

Workup

  1. customAfter completion of reaction (By TLC), solvent
  2. customwas evaporated

Sources & evidence

ORD record
ord-66adb15eb9754d9baab078a1ad65a9f1
Source dataset
uspto-grants-2015_11
Patent number
US09181234B2

Reaction notes

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