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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1945467Generated: November 1, 2026

Ethyl Acetate → HCID 178497374, compound

https://huagongshe.com/reaction/1945467

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant2-(4-Tert-butylphenoxy)acetic acidHCID 15718—
Reactant3,5-Diamino-2-methylbenzoic acidHCID 135524—
ReactantSodium BicarbonateHCID 516892—
SolventTrimethyl(phosphooxy)silaneHCID 16133246—
ProductHCID 178497374HCID 178497374221.8%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of (4-tert-butyl-phenoxy)acetic acid (300 mg, 1.4 mmol), 3,4-diaminobenzoic acid methyl ester (300 mg, 1.4 mmol) in PPSE (4.8 mL) was heated at 160° C. for 4 h. At the end of the reaction period, the mixture was taken to ethyl acetate and neutralized with aqueous sodium bicarbonate. The organic layer was separated and the aqueous solution extracted with ethyl acetate. The combined extracts were dried over anhydrous MgSO4, filtered and the solvent was removed with rotary evaporator under reduced pressure. The residue was purified by flash chromatography (EtOAc:Hexane=1:9˜4:6) to afford 2-2,4-tert-butyl-phenoxymethyl)-1H-benzoimidazole-5-carboxylic acid methyl ester as a colorless powder (547 mg, 80% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08394799B2
Source datasetuspto-grants-2013_03
ORD IDord-132a311c25694118be6ef657fa90bf1a
Source noteuspto-grants-2013_03