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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2186258Generated: October 30, 2026

Acetic Acid → 4-t-Butyl-5-hydroxy-2-methylbenzofuran

https://huagongshe.com/reaction/2186258

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantEthyl AcetateHCID 8857—
Reactant5-Benzyloxy-4-t-butyl-2-formylbenzofuranHCID 23442879—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventHexaneHCID 8058—
Product4-t-Butyl-5-hydroxy-2-methylbenzofuranHCID 2344286617%

Reaction Steps

A solution of 1.0 g of 5-benzyloxy-4-t-butyl-2-formylbenzofuran in a mixed solvent of 50 ml of ethyl acetate and 2 ml of acetic acid was vigorously stirred with 1.0 g of 10%palladium on carbon for 20 hours in a hydrogen atmosphere. After the palladium on carbon was filtered out, the filtrate was concentrated and the concentrate was purified by silica gel column chromatography (in n-hexane containing 20%ethyl acetate) to give 0.11 g of 4-t-butyl-5-hydroxy-2-methylbenzofuran as a white crystal (yield 17%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06403639B1
Source datasetuspto-grants-2002_06
ORD IDord-bc307ee5713545ba9d7651c678e53d90
Source noteuspto-grants-2002_06