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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 882332Generated: October 31, 2026

Toluene → 2-Methyl-4-phenyl-2-butanol

https://huagongshe.com/reaction/882332

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantIsobutylene oxideHCID 11208—
ReactantAmmonium ChlorideHCID 25517—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
Product2-Methyl-4-phenyl-2-butanolHCID 763274%

Reaction Conditions

Temperature-10 °C

Reaction Steps

13.92 g of copper(I) iodide were added to the supernatant obtained according to example 1, and the flask was cooled to −10° C. Then, 52.70 g of isobutylene oxide were added gradually over a period of 1 hour using a dropping funnel, and the temperature was maintained between −10° C. and −6° C. A mild exotherm was observed during this latter process. After stirring the mixture for a further 2 hours at 0° C., a sample was taken for analysis by gas chromatography. This sample was worked up with ammonium chloride solution. The reaction mixture was worked up by addition of 400 ml of saturated ammonium chloride solution, and 200 ml of toluene were added. The organic phase was separated off and washed twice with 400 ml each time of saturated ammonium chloride solution. After drying over magnesium sulfate, the product was obtained by distillation in vacuo with a purity of >97%. A total of 88.9 g of 2-methyl-4-phenylbutan-2-ol were obtained, corresponding to a yield of 74%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08993812B2
Source datasetuspto-grants-2015_03
ORD IDord-4162ef62fadd451bbd0b21e5f69e0f64
Source noteuspto-grants-2015_03