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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2097468Generated: November 2, 2026

Toluene → HCID 66602974, compound

https://huagongshe.com/reaction/2097468

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 66602625HCID 66602625—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
SolventWaterHCID 962—
ProductHCID 66602974HCID 6660297468%

Reaction Steps

To 2 L of toluene solution containing 217 g (containing an amount corresponding to 790 mmol) of 4-bromo-2-(2-chloroethoxy)-1-methoxybenzene obtained in Reference example 7-(a) were added 780 ml of 50% aqueous solution of sodium hydroxide and 268 g (789 mmol) of tetrabutylammonium hydrogensulfate under ice-cooling, and the mixture was stirred at room temperature for 3 hours. After completion of the reaction, the reaction mixture was poured into water, the organic layer after separation was washed successively with water and then with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The obtained concentrate was applied to distillation under reduced pressure (79 to 83° C./100 Pa) to obtain 122 g of the title compound as a colorless oil. (Yield: 68%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08450319B2
Source datasetuspto-grants-2013_05
ORD IDord-4e8d368ed0d5471286a1c0a0d98a6a63
Source noteuspto-grants-2013_05