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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 347616Generated: October 25, 2026

Sulfuric Acid → 1-Phenyl-1,2-ethanediol

https://huagongshe.com/reaction/347616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantStyrene OxideHCID 7276—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
SolventDiethyl EtherHCID 3283—
Product1-Phenyl-1,2-ethanediolHCID 714991%

Reaction Steps

A 2 l stirrer fitted with reflux condenser, thermometer and dropping funnel was charged with 600 g of 0.1% strength H2SO4 and 2 g of tetrabutylammonium hydrogensulfate, and then, at 20° C. to 25° C., 200 g (1.67 mol) of styrene oxide (2) were added over the course of 1 h. When the dropwise addition was complete, the mixture was then stirred for 2 h and then worked up. 200 ml of diethyl ether were added to the reaction mixture, and the organic phase was washed until neutral with sodium carbonate solution and water, and dried over Na2SO4, and the solvent was distilled off under reduced pressure, leaving 223 g of crude product (91% pure according to GC).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07176176B2
Source datasetuspto-grants-2007_02
ORD IDord-1707c85e4342412397a83f9aa5f4967d
Source noteuspto-grants-2007_02