Acetic Acid → Diacetoxy-butene

Temperature

140 °C

Another run was conducted according to the process of this invention in the same apparatus as employed in the previous runs of Examples I and II. In this run, the reactor was charged with 2.3 grams (20 mmol) of chromium trioxide (CrO3), 6.5 grams (75 mmol) of lithium bromide, 4.6 grams (22.5 mmol) of 1,4-dibromo-2-butene, 50 mol of acetic acid, 25 ml of acetic anhydride, and 10.8 grams (200 mmol) of butadiene from the vapor phase. The reactor was pressured to 30 psig with oxygen, placed in an oil bath and heated to 140° C. Again, as in the previous runs, the reactor was pressured with oxygen from time to time to about 120 psig. After about 45 minutes required to reach the reaction temperature, the reaction was conducted for 5.75 hours. At the end of the reaction period, the reactor was vented, and the reaction mixture transferred to a distilling flask. The mixture was distilled under reduced pressure to remove the acetic acid. The product fraction was analyzed by (GLC) as before and there was found 12.9 mmol of 1,2-diacetoxy-3-butene and 56.5 mmol of 1,4-diacetoxy-2-butene for a diacetoxybutene yield of 35 percent based on the butadiene charged.

1. customplaced in an oil bath
2. waitthe reaction was conducted for 5.75 hours
3. customAt the end of the reaction period
4. customthe reaction mixture transferred to a distilling flask
5. distillationThe mixture was distilled under reduced pressure
6. customto remove the acetic acid

ORD record

ord-a9cae78fde9340c881e79694a5898dde

Source dataset

uspto-grants-1978_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04113971