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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1376006Generated: October 30, 2026

Water → 655237-16-4

https://huagongshe.com/reaction/1376006

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantAnisoleHCID 7519—
ReactantAluminum(III) ChlorideHCID 6451240—
ReactantHCID 11535213HCID 11535213—
SolventDichloromethaneHCID 6344—
Product655237-16-4HCID 1156030730.5%

Reaction Steps

Aluminum chloride (0.12 g) and anisole (4.0 ml) were added to a solution of (1S)-1,5-anhydro-1-[5-(azulen-2-ylmethyl)-2-(benzyloxy)phenyl]-2,3,4,6-tetra-O-benzyl-D-glucitol (0.07 g) in methylene chloride (5 ml) and the mixture was stirred at room temperature for two hours. The reaction mixture was poured into ice-cooled water and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. After filtration, the filtrate was concentrated. The residue was purified by silica gel column chromatography (chloroform-methanol) to obtain (1S)-1,5-anhydro-1-[5-(azulen-2-ylmethyl)-2-hydroxyphenyl]-D-glucitol (0.01 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07169761B2
Source datasetuspto-grants-2007_01
ORD IDord-4f37995bf11d4aff81cb68901685cf40
Source noteuspto-grants-2007_01