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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2415408Generated: October 31, 2026

Toluene → HCID 22641248, compound

https://huagongshe.com/reaction/2415408

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant2,5-DimethylphenolHCID 7267—
ReactantSodium HydroxideHCID 14798—
Reactant1-Bromo-3,7-dimethyloctaneHCID 137914—
CatalystTetrabutylammonium BromideHCID 74236—
SolventWaterHCID 962—
ProductHCID 22641248HCID 2264124870%

Reaction Conditions

Temperature95 °C

Reaction Steps

Into a 500 ml four-necked flask was placed 36.7 g (0.3 mol) of 2,5-dimethylphenol, then, 73.0 g (0.33 mol) of 3,7-dimethyloctyl bromide was added, further, 150 g of water and 2.0 g (6.2 mmol) of tetrabutylammonium bromide were charged into the flask, and sufficient nitrogen purge was conducted by bubbling nitrogen through the mixture while stirring. Into this mixed solution was added an aqueous solution of sodium hydroxide (a solution prepared by dissolving 14.4 g (0.36 mol) of sodium hydroxide in 22 g of water) dropwise over 10 minutes while stirring. The mixture was heated to 95° C. and reacted for 30 minutes. Then, the mixture was kept at 100° C. and stirred for 4 hours to complete the reaction. The mixture was cooled to room temperature, and 200 ml of toluene was added before liquid separation. The intended substance was extracted into the organic layer which was washed with 200 ml of a 5% sodium hydroxide aqueous solution. The organic layer was dried over sodium sulfate, then, the solvent was distilled off by an evaporator. The intended 1-(3,7-dimethyloctyloxy)-2,5-dimethylbenzene was obtained from the condensed solution by distillation isolation (101 to 108° C./0.01 mmHg). The yield amount was 54.8 g (0.21 mol) and the yield was 70%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06818733B2
Source datasetuspto-grants-2004_11
ORD IDord-e8c47552833542f7b55f53907c8857b0
Source noteuspto-grants-2004_11