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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2239306Generated: October 30, 2026

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

https://huagongshe.com/reaction/2239306

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 4-(Benzyloxy)-1-Boc-2-methyl-1H-benzo[d]imidazole-6-carboxylateHCID 68575059—
CatalystPalladium hydroxideHCID 9942167—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 1-Boc-4-hydroxy-2-methyl-1H-benzo[d]imidazole-6-carboxylateHCID 6857705732.3%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723321B2
Source datasetuspto-grants-2010_05
ORD IDord-983ed950aee946989dc67ea07c831595
Source noteuspto-grants-2010_05