Propylene Oxide → 2-Bromo-5-tert-butyl-1,3-dimethylbenzene

Temperature

25 °C

To a solution of 200 g (1.23 mole) 5-t-butyl-1,3-dimethylbenzene and 83 ml (1.23 mole) propylene oxide in 500 ml of methylene chloride at 15° C. or less, 63 ml (1.23 mole) bromine was added dropwise while maintaining the solution temperature at 15° C. or less. The reaction mixture was allowed to warm to 25° C. overnight. A 200 ml solution of 5% by weight of potassium hydroxide in water was added and the resulting two phase system was stirred for 1 hr at 25° C. The organic phase was washed with water and dried over anhydrous magnesium sulfate. After solvent evaporation an oil was left which when crystallized from methanol gave 265 g (87% yield) of the title compound after drying in vacuo. The oil could also be purified by distilling at 61°-70° C. under a reduced pressure of 0.25 mm of mercury.

1. temperaturewhile maintaining the solution temperature at 15° C. or less
2. washThe organic phase was washed with water
3. dry with materialdried over anhydrous magnesium sulfate
4. customAfter solvent evaporation an oil
5. waitwas left which when
6. customcrystallized from methanol

ORD record

ord-738fe73501f0484cb7b8643d628aeb3a

Source dataset

uspto-grants-1988_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04777270