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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 556781Generated: November 1, 2026

Water → HCID 66765671, compound

https://huagongshe.com/reaction/556781

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-Methylbenzyl chlorideHCID 7722—
ReactantSodium hydrideHCID 24758—
ReactantHCID 66765790HCID 66765790—
SolventDimethylformamideHCID 6228—
ProductHCID 66765671HCID 6676567179.4%

Reaction Steps

To a solution of 1-(1H-indol-6-yl)-1-deoxy-2,3,4,6-tetra-O-benzyl-β-D-glucopyranose (0.13 g) in N,N-dimethylformamide (2 mL) was added sodium hydride (60%, 0.01 g) at 0° C., and the mixture was stirred for 10 minutes. To the mixture was added 4-methylbenzylchloride (0.032 g), and the mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into water, and the mixture was extracted with diethyl ether. The organic layer washed with water and brine and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane/ethyl acetate=5/1) to give the title compound (0.12 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058245B2
Source datasetuspto-grants-2011_11
ORD IDord-20e3ad8820df4863afd665d1e0829467
Source noteuspto-grants-2011_11