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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 625700Generated: October 29, 2026

Water → HCID 89825893, compound

https://huagongshe.com/reaction/625700

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant4-Bromo-2,6-dimethylphenolHCID 16919—
Reactant2-Methyl-4-[(4-methylbenzenesulfonyl)oxy]butan-2-olHCID 14001295—
SolventDimethylformamideHCID 6228—
ProductHCID 89825893HCID 8982589370%

Reaction Conditions

Temperature80 °C

Reaction Steps

4-Bromo-2,6-dimethylphenol (2.00 g, 9.95 mmol), toluene-4-sulfonic acid 3-hydroxy-3-methyl-butyl ester (Intermediate 10, 2.83 g, 10.9 mmol) and potassium carbonate (1.01 g, 10.9 mmol) are combined in N,N-dimethylformamide (50 mL) and heated at 80° C. for 24 hours. The mixture is cooled, poured into water and extracted with diethyl ether. The organic phase is dried and the solvent removed. The residue is purified by flash chromatography (0-50% ethyl acetate in cyclohexane) to give the title compound (Yield 2.00 g). GC (METHOD 1): tR=11.26 min; Mass spectrum (EI+): m/z=286/288 [M]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09308194B2
Source datasetuspto-grants-2016_04
ORD IDord-b82e9098c83c48a38056fe2c6e34e2c8
Source noteuspto-grants-2016_04