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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1514646Generated: November 4, 2026

Water → HCID 66670221, compound

https://huagongshe.com/reaction/1514646

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
ReactantBenzyl chloromethyl etherHCID 137983—
ReactantHCID 66670204HCID 66670204—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66670221HCID 66670221—

Reaction Steps

A 500 mg portion of benzyl 2-methyl-5-phenyl-1H-pyrrole-3-carboxylate was dissolved in 10 ml of tetrahydrofuran, and 79 mg of sodium hydride (55% dispersion in oil) was added under ice-cooling, followed by stirring at room temperature for 30 minutes. A 0.357 ml portion of benzyl chloromethyl ether was added dropwise to this solution under ice-cooling, followed by stirring at room temperature for 1.5 hours. After adding water under ice-cooling, extraction was carried out with ethyl acetate. Then, after washing with saturated brine and then drying with anhydrous sodium sulfate, the solvent was evaporated under a reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane=1:10-1:8) to obtain 503 mg of benzyl 1-[(benzyloxy)methyl]-2-methyl-5-phenyl-1H-pyrrole-3-carboxylate as a colorless liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08222274B2
Source datasetuspto-grants-2012_07
ORD IDord-f4d32a46369640008ded0a07c3496e09
Source noteuspto-grants-2012_07