1647-23-0

624-95-3

1647-23-0

General procedure for the synthesis of 3,3-dimethyl-1-butane from 3,3-dimethyl-1-butyrate: In a 1-liter round-bottomed flask fitted with a reflux condenser, the reaction mixture was cooled to 0°C in an ice bath, and 232 g of concentrated sulfuric acid and 283 g of hydrobromic acid (48% aqueous solution) were added sequentially. The mixture was refluxed for 6 h. After completion of the reaction, it was cooled to room temperature and the reaction was quenched by the addition of 400 g of ice. The aqueous phase was extracted with 400 ml of pentane and the combined organic layers were washed sequentially with methanol, aqueous NaOH and water. The organic layer was dried with anhydrous magnesium sulfate, filtered and the solvent was removed in vacuum. The product was purified by vacuum distillation to afford 88.1 g (55% yield) of 1-bromo-3,3-dimethylbutane as a colorless oily liquid. The structure of the product was confirmed by 1H-NMR (400 MHz, CDCl3): δ = 3.35 (m, 2H, CH2Br), 1.80 (m, 2H, CH2), 0.90 (s, 9H, t-Bu) ppm.