HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 4-(Benzyloxy)-1-Boc-2-methyl-1H-benzo[d]imidazole-6-carboxylate → Methyl 1-Boc-4-hydroxy-2-methyl-1H-benzo[d]imidazole-6-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 4-(Benzyloxy)-1-Boc-2-methyl-1H-benzo[d]imidazole-6-carboxylate | HCID 68575059 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | Methyl 1-Boc-4-hydroxy-2-methyl-1H-benzo[d]imidazole-6-carboxylate | HCID 68577057 | 32.3% |
Reaction Steps
A mixture of 1-(1,1-dimethylethyl) 6-methyl 2-methyl-4-[(phenylmethyl)oxy]-1H-benzimidazole-1,6-dicarboxylate (12.1 g, crude, STEP 2) and 20% palladium hydroxide (6.0 g) in tetrahydrofuran (250 mL) was stirred under hydrogen gas for 2 hours. The resulted mixture was filtered through a pad of Celite, and the filtrate was concentrated in vacuum. The residue was washed with hexane/diethyl ether (10:1) to give the title compound as a white solid (3.02 g, 28% for 3 steps).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07723321B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-983ed950aee946989dc67ea07c831595 |
| Source note | uspto-grants-2010_05 |