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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2084747Generated: October 30, 2026

Ethanol → 75546-54-2

https://huagongshe.com/reaction/2084747

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantMethanolHCID 887—
ReactantTolueneHCID 1140—
ReactantAllyl AlcoholHCID 7858—
Reactant2-tert-Butyl-6-methylphenolHCID 16678—
ReactantSodium MethoxideHCID 10942334—
CatalystTitanium tetraethoxideHCID 76524—
Product75546-54-2HCID 685085678%

Reaction Conditions

Temperature210 °C

Reaction Steps

A pressure container was charged with 62.4 g (0.38 mol) of 2-methyl-6-t-butylphenol, 14.7 g (0.076 mol) of a methanol solution containing 28% sodium methoxide and 17.4 g (0.076 mol) of titanium tetraethoxide. The mixture was heated under reduced pressure to distill a mixture of 13.0 g (0.41 mol) of methanol and 14.1 g (0.31 mol) of ethanol out of the reaction system. Thereafter, 53.2 g (0.92 mol) of allyl alcohol and 38.7 g (0.42 mol) of toluene were added to the reaction system and the atmosphere in the reaction system was replaced by nitrogen. Then, the reaction system was tightly closed, heated up to 210° C. and kept at that temperature for 7 hours. Then, the reaction system was cooled to room temperature. A sample of the reaction solution was analyzed by gas-chromatography. The desied product, 3-(3-t-butyl-4-hydroxy-5-methylphenyl)propanol was obtained in a yield of 78%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06717020B2
Source datasetuspto-grants-2004_04
ORD IDord-64b0e4ad9c5b4480b6f2965343f3addb
Source noteuspto-grants-2004_04