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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1828188Generated: November 1, 2026

Tetrahydrofuran → HCID 17952496, compound

https://huagongshe.com/reaction/1828188

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
ReactantLithium borohydrideHCID 4148881—
Reactant1-cyclobutyl-2-oxo-2,3-dihydro-1H-benzoimidazole-5-carboxylic acid methyl esterHCID 69585515—
SolventMethanolHCID 887—
ProductHCID 17952496HCID 17952496—

Reaction Conditions

Temperature65 °C

Reaction Steps

To a tetrahydrofuran (150 mL) solution of 1-Cyclobutyl-2-oxo-2,3-dihydro-1H-benzoimidazole-5-carboxylic acid methyl ester 16.35 g, 62.8 mmol) was added lithium borohydride (63 mL, 2.0 M in tetrahydrofuran). The mixture was heated to 65° C. then methanol (2.5 mL) was added. The reaction was complete after 0.5 hours and was cooled and extracted into ethyl acetate from saturated ammonium chloride. The organic layer was washed with water and brine, dried over sodium sulfate and concentrated to give 13.79 g of 1-Cyclobutyl-5-hydroxymethyl-3-methyl-1,3-dihydro-benzoimidazol-2-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07056918B2
Source datasetuspto-grants-2006_06
ORD IDord-1e11e35ed78d47098fe3cd5bfe43a696
Source noteuspto-grants-2006_06