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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 256920Generated: October 25, 2026

Water → 1-Benzyl-4-hydroxy-4-(1,4-benzodioxan-5-yl)piperidine

https://huagongshe.com/reaction/256920

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1-Benzyl-4-piperidoneHCID 19220—
Reactant5-Bromo-2,3-dihydro-1,4-benzodioxineHCID 18787268—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product1-Benzyl-4-hydroxy-4-(1,4-benzodioxan-5-yl)piperidineHCID 19082002—

Reaction Conditions

Temperature-60 °C

Reaction Steps

23.3 ml of a 1.6M solution of butyllithium in hexane are added dropwise to a solution, previously cooled to -60° C., of 8 g of 5-bromo-1,4-benzodioxane in 400 ml of tetrahydrofuran. When the addition is complete, the mixture is stirred at -60° C. for 5 minutes and a solution of 8 g of 1-benzylpiperid-4-one in 100 ml of tetrahydrofuran is then added dropwise. The mixture is stirred for 2 hours at -40° C. and then for 2 hours at ambient temperature before hydrolyzing using 80 ml of water.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05260317
Source datasetuspto-grants-1993_11
ORD IDord-a815002ab83d4f5bb5c8cdae0cb18bb9
Source noteuspto-grants-1993_11