1,4-Dioxane hydrochloride → rel-[(3R,4S)-3-fluoro-4-methoxypiperidin-4-yl]methanol hydrochloride

HRID 70783Notes

Reaction equation

HRID 70783 reaction equation
[ClH:1].O1CCOCC1.[F:8][C@H:9]1[C@:14]([CH2:17][OH:18])([O:15][CH3:16])[CH2:13][CH2:12][N:11](C(OC(C)(C)C)=O)[CH2:10]1>>[ClH:1].[F:8][C@H:9]1[C@:14]([CH2:17][OH:18])([O:15][CH3:16])[CH2:13][CH2:12][NH:11][CH2:10]1

Participants

3

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 71268706HCID 71268706, compound

Product 1

HCID 89413909rel-[(3R,4S)-3-fluoro-4-methoxypiperidin-4-yl]methanol hydrochloride

Procedure

4M hydrochloric acid/dioxane solution (11.4 ml) was added to tert-butyl rel-(3R,4S)-3-fluoro-4-(hydroxymethyl)-4-methoxypiperidine-1-carboxylate (800 mg) and stirring was performed at room temperature for 1 hour. Concentration under reduced pressure gave rel-[(3R,4S)-3-fluoro-4-methoxypiperidin-4-yl]methanol hydrochloride (606 mg).

Workup

  1. concentrationConcentration under reduced pressure

Sources & evidence

ORD record
ord-32a86b90b6574e46927b6e095637c6ef
Source dataset
uspto-grants-2014_09
Patent number
US08822688B2

Reaction notes

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