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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2303398Generated: October 31, 2026

Water → HCID 69758881, compound

https://huagongshe.com/reaction/2303398

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 18461181HCID 18461181—
ReactantHCID 59904579HCID 59904579—
SolventDimethylformamideHCID 6228—
ProductHCID 69758881HCID 69758881—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 0.2 g (1.0 mmol) (3R,4R) and (3S,4S)-4-benzyl-3,4-dihydroxy-piperidine in 10 ml DMF were added 297 mg (1.0 mmol) 1-benzyloxy-4-(2-chloro-ethoxy)-benzene and 0.2 g (1.5 mmol) K2CO3 and the reaction mixture was heated to 90° C. for 16 hours. After the addition of water, the aqueous phase was extracted three times with ethyl acetate and the combined organic layers were washed with water, dried over MgSO4 and the solvent was removed under reduced pressure to give 551 mg (100%, ˜80% purity) (3R,4R) and (3S,4S)-4-benzyl-1-[2-(4-benzyloxy-phenoxy)-ethyl]-piperidine-3,4-diol as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06432985B1
Source datasetuspto-grants-2002_08
ORD IDord-837ee121103d4a50843eb48243daedfe
Source noteuspto-grants-2002_08