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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182022Generated: October 26, 2026

Water → 1-(2,6-Bisbenzyloxy-4-methylphenyl)ethanone

https://huagongshe.com/reaction/1182022

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactant3,5-Dihydroxy-4-acetyltolueneHCID 10419531—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product1-(2,6-Bisbenzyloxy-4-methylphenyl)ethanoneHCID 2201664579.9%

Reaction Steps

1.62 g (9.75 mmol) of 1-(2,6-dihydroxy-4-methylphenyl)ethanone (35) are dissolved in 30 ml of dimethylformamide, and 4.0 ml (33.7 mmol) of benzyl bromide and 13.8 g (100 mmol) of potassium carbonate are added. The reaction mixture is stirred at room temperature for 3 hours. This is followed by addition of water and extraction twice with ethyl acetate. The combined organic phases are washed with saturated sodium chloride solution, dried over sodium sulfate and concentrated in a rotary evaporator. 1.35 g (40%) of compound 36 are obtained as a colorless crystalline product. C23H22O3 (346.2) MS (ESI+): 347.15 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07288528B2
Source datasetuspto-grants-2007_10
ORD IDord-8db692d3984a417d809066e3c39e735c
Source noteuspto-grants-2007_10