反应详情

温度

276.5 K

An autoclave is charged with 212.5 g (1.80 mol) of succinic acid and 166.8 g (2.25 mol) of tert-butanol and then 808 g (14.40 mol) of isobutene are forced in at 263 K jacket temperature. After the addition is complete, 108.1 g (1.08 mol) of 98% sulfuric acid are pumped in over 70 minutes at a temperature of 268 to 275 K in the vessel. The reaction mixture is then stirred for 30 minutes at a temperature of 275 to 278 K in the vessel and, after increasing the temperature to 293 to 295 K, it is stirred for another 14 hours at that temperature and at a pressure from (4×105) to (5×105) Pa. The reaction mixture is then forced into an agitated mixture consisting of 1000 g of ice and 300 ml (3 mol) of 30% sodium hydroxide solution and the autoclave is then flushed with 200-300 ml of petroleum ether which is also added to the mixture of ice/sodium hydroxide solution. The mixture is warmed to room temperature and the organic phase is separated. The aqueous phase is extracted 3 times with 100-150 ml of petroleum ether each and the organic phases are then combined. The organic phases are concentrated in a rotary evaporator at a bath temperature of 323 K and (3×103) Pa (final value). To purify the crude product it is fractionally distilled, with addition of about 0.5 g of magnesium oxide, via a 30 cm packed column (Raschig rings 5×5 mm) under vacuum. The ester content of the individual fractions is determined by gas chromatography. Fractions having ester contents of <97% by weight are distilled again. After a total of 3 distillations, 329.3 g (79.4% of theory) of di-tert-butyl succinate are obtained having a 97.2% purity (percent per area), determined by gas chromatography, corresponding to 7.2% of theory a 100%.

1. customare forced in at 263 K jacket temperature
2. additionAfter the addition
3. customare pumped in over 70 minutes at a temperature of 268 to 275 K in the vessel
4. temperatureafter increasing the temperature to 293 to 295 K
5. stirringit is stirred for another 14 hours at that temperature and at a pressure from (4×105) to (5×105) Pa
6. customthe autoclave is then flushed with 200-300 ml of petroleum ether which
7. additionis also added to the mixture of ice/sodium hydroxide solution
8. temperatureThe mixture is warmed to room temperature
9. customthe organic phase is separated
10. extractionThe aqueous phase is extracted 3 times with 100-150 ml of petroleum ether each and the organic phases
11. concentrationThe organic phases are concentrated in a rotary evaporator at a bath temperature of 323 K and (3×103) Pa (final value)
12. customTo purify the crude product it
13. distillationis fractionally distilled, with addition of about 0.5 g of magnesium oxide, via a 30 cm
14. distillationare distilled again