Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cyclohexene | HCID 8079 | — |
| Reactant | Riboflavin | HCID 493570 | — |
| Reactant | HCID 178451419 | HCID 178451419 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178451417 | HCID 178451417 | 88.6% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08952037B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-fdb0372caf724e5db44a46352424edc4 |
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| Source note | uspto-grants-2015_02 |
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