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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 29423Generated: October 29, 2026

Sodium cyanoborohydride → HCID 68707780, compound

https://huagongshe.com/reaction/29423

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium cyanoborohydrideHCID 5003444—
Reactant5-Formyl-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl esterHCID 86599031—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68707780HCID 6870778017.1%

Reaction Steps

To 5-formyl-4-hydroxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester (430 mg, 1.56 mmol) was added 8 mL of THF, and sodium cyanoborohydride (117 mg, 1.87 mmol) was added in one portion. The solution was stirred at room temperature for 1 h and then placed in a 65° C. oil bath overnight. The solvent was removed under vacuum and water was added. The mixture was extracted with ethyl acetate. Removal of the solvent gave the crude product, which was purified by column chromatography to give 70 mg of 4-hydroxy-3,5-dimethyl-benzofuran-2-carboxylic acid tert-butyl ester as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07420001B2
Source datasetuspto-grants-2008_09
ORD IDord-3ccab5dda0064efeb0c9488a3a493164
Source noteuspto-grants-2008_09