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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 63381Generated: October 25, 2026

Sodium Carbonate → 2,4-Dimethyl-6-(2-thienyl)phenol

https://huagongshe.com/reaction/63381

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant2-Bromo-4,6-dimethylphenolHCID 299976—
Reactant2-Thiopheneboronic acidHCID 2733960—
SolventWater 1,2-dimethoxyethaneHCID 18180031—
Product2,4-Dimethyl-6-(2-thienyl)phenolHCID 9000221745.4%

Reaction Conditions

Temperature120 °C

Reaction Steps

2-Bromo-4,6-dimethylphenol (500 mg, 2.49 mmol), 2-thiophenyl boronic acid (88 mg, 2.99 mmol), sodium carbonate (791 mg, 7.47 mmol) and Pd2(dppf)2Cl2 (406 mg, 0.49 mmol) were dissolved in dimethoxyethane/water 6 mL/3 mL, followed by stirring in microwave at 120° C. for 20 minutes. After the completion of the reaction, the reaction mixture was filtered using Celite. The filtrate was added with water, and extracted with ethyl acetate. The obtained organic layer was dried over magnesium sulfate, and purified by column chromatography (ethyl acetate:hexane=1:3) to obtain 2,4-dimethyl-6-(thiophene-2-yl)phenol (231 mg, 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447083B2
Source datasetuspto-grants-2016_09
ORD IDord-d42cca8043834a089eaabd02a21e9477
Source noteuspto-grants-2016_09