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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 495171Generated: October 26, 2026

Acetic Acid → 2-(3-Hydroxy-1-phenylpropyl)-4-methylphenol

https://huagongshe.com/reaction/495171

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant6-Methyl-4-phenyl-3,4-dihydrochromen-2-oneHCID 3791643—
ReactantSodium borohydrideHCID 4311764—
SolventMethanolHCID 887—
Product2-(3-Hydroxy-1-phenylpropyl)-4-methylphenolHCID 11481905—

Reaction Steps

6-methyl-4-phenyl-chroman-2-one, 250 gins was stirred in 1.25 liters methanol at room temperature. Sodium borohydride 70 gms was added slowly, whilst maintaining the temperature at room temperature. The reaction mixture was stirred for 18 hours. After completion of reaction, the pH of the reaction mass was adjusted to pH 5 using acetic acid. The reaction mixture was concentrated under vacuum and 2 liters of water were added. The reaction mass was stirred for 30 minutes and the solids filtered. The solids were dried at 55° C. in a hot air oven for 20 hours. Weight 248 gms.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538249B2
Source datasetuspto-grants-2009_05
ORD IDord-b89ea8bdaa984f07a70c766f2834209d
Source noteuspto-grants-2009_05