Preparation of 1,2-dimethyl-1,4-cyclohexadiene
1,2-dimethyl-1,4-cyclohexadiene is prepared by reduction of o-xylene with sodium in liquid ammonia.
A mixture of 54 grams of o-xylene and 51 grams of anhydrous methanol is dropped slowly into a solution of 30 grams of sodium in 400 ml of liquid ammonia at —70 °C to —65° C, and the whole is stirred until the blue color is discharged. The ammonia is then evaporated, the residue is treated with water, and the hydrocarbon mixture is separated. The dihydro-o-xylene can be purified by treating with bromine to form the di- or the tetra-bromide of dihydro-o-xylene. For the preparation of 1,2-dimethyl-1,4-cyclohexadiene, reduction procedure is repeated leading to 91 % yield.
Chem. Ber., 88, 388, 346, 1955
1,2-Dimethyl-1,4-cyclohexadiene, 1,4-Cyclohexadiene, 1,2-dimethyl-, 17351-28-9, AC1L3GHV, QBSFOUVYWBJKBF-UHFFFAOYSA-N, 1,2-dimethylcyclohexa-1,4-diene, 1,2-dimethyl-cyclohexa-1,4-diene, AKOS006272088