Hydrochloric Acid → (4-fluoropiperidin-4-yl)Methanol hydrochloride

HRID 1755046Notes

Reaction equation

HRID 1755046 reaction equation
[ClH:1].C(OC([N:9]1[CH2:14][CH2:13][C:12]([F:17])([CH2:15][OH:16])[CH2:11][CH2:10]1)=O)(C)(C)C>O1CCOCC1.CO>[ClH:1].[F:17][C:12]1([CH2:15][OH:16])[CH2:13][CH2:14][NH:9][CH2:10][CH2:11]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 22248400tert-Butyl 4-fluoro-4-(hydroxymethyl)piperidine-1-carboxylate

Product 1

HCID 56971709(4-fluoropiperidin-4-yl)Methanol hydrochloride

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 312751,4-DioxaneSolvent

Procedure

A 4 N solution of hydrochloric acid in 1,4-dioxane (213 μL) was added to a solution of 4-fluoro-4-hydroxymethyl-piperidine-1-carboxylic acid tert-butyl ester (24.9 mg, 0.107 μmol) in MeOH (213 μL) at room temperature, and the mixture was stirred at room temperature for two hours. The reaction solution was concentrated under reduced pressure to give (4-fluoro-piperidin-4-yl)-methanol hydrochloride as a brown form (19.6 mg).

Workup

  1. concentrationThe reaction solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-db85533e336e40bc885fe410802668b9
Source dataset
uspto-grants-2015_10
Patent number
US09169254B2

Reaction notes

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