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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57593Generated: October 29, 2026

Aluminium lithium hydride → 2-(1-(4-Bromophenyl) piperidin-4-yloxy)ethanol

https://huagongshe.com/reaction/57593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
ReactantTert-butyl 2-(1-(4-bromophenyl)piperidin-4-yloxy)acetateHCID 86717376—
SolventTetrahydrofuranHCID 8028—
Product2-(1-(4-Bromophenyl) piperidin-4-yloxy)ethanolHCID 7109368486.7%

Reaction Steps

To a stirred solution of tert-butyl 2-(1-(4-bromophenyl)piperidin-4-yloxy)acetate (3.08 g, 8.3 mmol) in THF (20 mL) at −10° C. under nitrogen was added lithium aluminum hydride (0.57 g, 15 mmol). After 2 hours, the reaction mixture was quenched by sequential addition of water (0.6 mL), 15 percent aqueous sodium hydroxide solution (1.8 mL) and water (0.6 mL). The resulting mixture was filtered and concentrated under vacuum to provide the crude 2-(1-(4-bromophenyl) piperidin-4-yloxy)ethanol 2.16 g. MS (m/z): 302 (M+2)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434726B2
Source datasetuspto-grants-2016_09
ORD IDord-fd663e3cf4264f3d9e23bd65e43f9796
Source noteuspto-grants-2016_09