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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1174078Generated: November 1, 2026

Dimethyl Sulfate → tert-Butylanisole

https://huagongshe.com/reaction/1174078

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfateHCID 6497—
Reactant2-Tert-ButylphenolHCID 6923—
ReactantSodium HydroxideHCID 14798—
CatalystTetrabutylammonium BromideHCID 74236—
SolventDichloromethaneHCID 6344—
Producttert-ButylanisoleHCID 270626—

Reaction Steps

Dimethylsulfate (56.7 g, 0.45 mol) was added at room temperature to a well-stirred mixture of 2-tert-butylphenol (45 g, 0.3 mol), CH2Cl2 (200 ml), 40% aq. NaOH (200 ml) and tetrabutylammonium bromide (1 g). After 16 h of stirring, the organic phase was separated, washed with H2O, dried over MgSO4, evaporated and distilled at 110-112° C./10 Torr. Yield 35 g (71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834205B2
Source datasetuspto-grants-2010_11
ORD IDord-7b013c4d5af44a8aa3faa5907fc81757
Source noteuspto-grants-2010_11