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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 858272Generated: October 25, 2026

1,2-Dichloroethane → 6-Bromo-1,1,4,4,7-pentamethyl-1,2,3,4-tetrahydronaphthalene

https://huagongshe.com/reaction/858272

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
Reactant2-BromotolueneHCID 7236—
ReactantHexane, 2,5-dichloro-2,5-dimethyl-HCID 80360—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventWaterHCID 962—
Product6-Bromo-1,1,4,4,7-pentamethyl-1,2,3,4-tetrahydronaphthaleneHCID 10039346—

Reaction Steps

18.31 g (100.0 mmol) of 2,5-dichloro-2,5-dimethylhexane, 17.10 g (100.0 mmol) of 2-bromotoluene and 200 ml of 1,2-dichloroethane are introduced into a three-necked flask under an argon atmosphere. 1.33 g (10.0 mmol) of aluminium chloride are added rapidly in a single portion and the reaction medium is stirred for thirty minutes at room temperature. The reaction medium is poured into water, extracted with dichloromethane and washed with water, and the organic phase is separated out after settling has taken place, dried over magnesium sulphate and evaporated. After recrystallization of the residue from methanol, 17.78 g (63%) of the expected compound are collected in the form of fine white crystals with a melting point of 73° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07148245B2
Source datasetuspto-grants-2006_12
ORD IDord-592b54ede64b4dbb8ac5bfcd345c18b3
Source noteuspto-grants-2006_12