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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1868968Generated: October 29, 2026

Sodium Hydroxide → HCID 68945227, compound

https://huagongshe.com/reaction/1868968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactantalpha-D-Glucopyranosyl bromide, tetraacetateHCID 101776—
ReactantHCID 68941151HCID 68941151—
CatalystBenzyltributylammonium chlorideHCID 159952—
SolventDichloromethaneHCID 6344—
ProductHCID 68945227HCID 6894522729%

Reaction Steps

To a solution of 4-{[4-(3-benzyloxypropoxy)phenyl]-methyl}-1,2-dihydro-5-isopropyl-3H-pyrazol-3-one (5.08 g), acetobromo-α-D-glucose (5.49 g) and benzyltri(n-butyl)ammonium chloride (2.08 g) in dichloromethane (40 mL) was added 5 mol/L aqueous sodium hydroxide solution (8 mL), and the mixture was stirred at room temperature for 3 hours. The reaction mixture was purified by column chromatography on aminopropylated silica gel (eluent: n-hexane/ethyl acetate=1/1-1/3-1/5). The purified material was further purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=1/1-1/2-1/4) to give the title compound (2.75 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07635684B2
Source datasetuspto-grants-2009_12
ORD IDord-a98568f1acc74d62bd3af9e93c64141a
Source noteuspto-grants-2009_12