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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 410186Generated: October 25, 2026

Acetic Acid → 4-(1-methyl-1H-benzoimidazol-2-ylamino)-phenol

https://huagongshe.com/reaction/410186

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant(4-benzyloxy-phenyl)-(1-methyl-1H-benzoimidazol-2-yl)-amineHCID 59327107—
CatalystPalladium hydroxideHCID 9942167—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product4-(1-methyl-1H-benzoimidazol-2-ylamino)-phenolHCID 59327014—

Reaction Steps

To a solution of compound (4-benzyloxy-phenyl)-(1-methyl-1H-benzoimidazol-2-yl)-amine (1.8 g, 5.4 mmol) in 18 mL of THF and 18 mL of MeOH was added Pd(OH)2 (0.36 g, 20%) and 9 mL of acetic acid. The resulting mixture was kept and kept at 50 psi H2 atmosphere for 3 h. The reaction mixture was then filtered over a cake of Celite™. The filtrate was concentrated and purified by silica gel column chromatography (EtOAc/hexane) to get desired product 4-(1-methyl-1H-benzoimidazol-2-ylamino)-phenol. [M+1]=240

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759532B2
Source datasetuspto-grants-2014_06
ORD IDord-b3546f7818374aefac7a71c96db7517d
Source noteuspto-grants-2014_06