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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1698593Generated: October 30, 2026

Lithium borohydride → [2-(2,4-Dichloro-6-methylphenoxy)-7-(1-ethylpropyl)-1-methyl-1H-benzimidazol-4-yl]methanol

https://huagongshe.com/reaction/1698593

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium borohydrideHCID 4148881—
ReactantMethyl 2-(2,4-dichloro-6-methylphenoxy)-7-(1-ethylpropyl)-1-methyl-1H-benzimidazole-4-carboxylateHCID 58012435—
SolventTetrahydrofuranHCID 8028—
Product[2-(2,4-Dichloro-6-methylphenoxy)-7-(1-ethylpropyl)-1-methyl-1H-benzimidazol-4-yl]methanolHCID 5801234998.3%

Reaction Conditions

Temperature55 °C

Reaction Steps

A mixture of methyl 2-(2,4-dichloro-6-methylphenoxy)-7-(1-ethylpropyl)-1-methyl-1H-benzimidazole-4-carboxylate (1.00 g, 2.30 mmol), lithium borohydride (100 mg, 4.60 mmol) and tetrahydrofuran (20 ml) was heated at 55° C. for 1 h. The reaction mixture was concentrated in vacuo. The residue was diluted with aqueous saturated sodium bicarbonate and extracted with ethyl acetate. The extracts were washed with water, dried over magnesium sulfate and concentrated in vacuo. The residue was purified by column chromatography on silica gel with a 30% ethyl acetate/n-hexane to give 920 mg (2.26 mmol, 98%) of the title compound as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08163935B2
Source datasetuspto-grants-2012_04
ORD IDord-fb001b113a6e4fd499fd55d8d436e859
Source noteuspto-grants-2012_04