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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1846815Generated: November 2, 2026

Cyclohexene → HCID 178451417, compound

https://huagongshe.com/reaction/1846815

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexeneHCID 8079—
ReactantRiboflavinHCID 493570—
ReactantHCID 178451419HCID 178451419—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
ProductHCID 178451417HCID 17845141788.6%

Reaction Conditions

Temperature65 °C

Reaction Steps

A mixture of tert-butyl 2-(trans-3-(benzyloxy)cyclobutyl)-1H-benzo[d]imidazole-1-carboxylate (0.47 g, 1.23 mmol), cyclohexene (0.080 g, 0.91 mmol), and 20 wt % Pd (dry basis) on carbon, Degussa type E101 NE/W (2.45 g) in ethanol (5 mL) under argon was heated to 65° C. for 6 h, cooled to RT, and filtered through Celite®. The filtrate was concentrated in vacuo and the resulting oil was purified by silica gel chromatography to give tert-butyl 2-(trans-3-hydroxycyclobutyl)-1H-benzo[d]imidazole-1-carboxylate (0.31 g, 1.09 mmol, 88% yield) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952037B2
Source datasetuspto-grants-2015_02
ORD IDord-fdb0372caf724e5db44a46352424edc4
Source noteuspto-grants-2015_02