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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 349894Generated: October 26, 2026

Hexane → [1-(6-Benzyloxy-2-naphthylmethyl)-4-phenyl-3-pyrrolyl]methanol

https://huagongshe.com/reaction/349894

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexaneHCID 8058—
ReactantSodium sulfate decahydrateHCID 62649—
ReactantAluminium lithium hydrideHCID 21226445—
ReactantMethyl 1-(6-benzyloxy-2-naphthylmethyl)-4-phenylpyrrole-3-carboxylateHCID 23024964—
SolventTetrahydrofuranHCID 8028—
Product[1-(6-Benzyloxy-2-naphthylmethyl)-4-phenyl-3-pyrrolyl]methanolHCID 2302483489.1%

Reaction Steps

Lithium aluminium hydride (0.258 g) was added to a solution of methyl 1-(6-benzyloxy-2-naphthylmethyl)-4-phenylpyrrole-3-carboxylate (3.04 g) in tetrahydrofuran (30 ml) at 0° C., and the mixture was stirred at room temperature for one hour. Sodium sulfate decahydrate (2.19 g) and hexane (30 ml) were added to the reaction mixture and the mixture was stirred at room temperature for 30 minutes. After the precipitate was removed by filtration, the filtrate was concentrated. The colorless crystals obtained were collected by filtration to yield [1-(6-benzyloxy-2-naphthylmethyl)-4-phenyl-3-pyrrolyl]methanol (2.54 g, yield: 89%). This was recrystallized from ethyl acetate-hexane. Melting point: 116–117° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07179823B1
Source datasetuspto-grants-2007_02
ORD IDord-893a5b8d331c4781ae8adea75059963c
Source noteuspto-grants-2007_02