Oxygen → 2-Chlorobenzoic Acid

温度

155 °C

Into the column were charged 453 grams (3.58 moles) of o-chlorotoluene, 2.25 grams of cobalt octoate (6% Co), and 1.0 gram of epichlorohydrin. The reaction mixture was heated to 155° C. and maintained at that temperature while oxygen was bubbled through it at the rate of 300 ml./min. An additional 1.0 gram of epichlorohydrin was added to the reaction mixture every two hours during the oxidation. Throughout the reaction period, the gases leaving the column remained non-acidic. At the end of 14 hours, when 35 grams of water had been collected, the reaction mixture was removed from the column, cooled to 75° C. and extracted with 600 grams of 10 percent aqueous sodium hydroxide solution. The layers that formed were separated. The aqueous layer was diluted with water to a volume of 1500 ml. and then acidified with hydrochloric acid. The o-chlorobenzoic acid that precipitated was collected, washed with water, and dried. There was obtained 177 grams (1.135 moles) of o-chlorobenzoic acid. The conversion of o-chlorotoluene to o-chlorobenzoic acid was 43 percent. The yield of o-chlorobenzoic acid, based on o-chlorotoluene reacted, was 73.8 percent.

1. customwas bubbled through it at the rate of 300 ml
2. additionAn additional 1.0 gram of epichlorohydrin was added to the reaction mixture every two hours during the oxidation
3. customThroughout the reaction period
4. customthe gases leaving the column
5. customAt the end of 14 hours, when 35 grams of water had been collected
6. customthe reaction mixture was removed from the column
7. temperaturecooled to 75° C.
8. extractionextracted with 600 grams of 10 percent aqueous sodium hydroxide solution
9. customThe layers that formed
10. customwere separated
11. additionThe aqueous layer was diluted with water to a volume of 1500 ml
12. customThe o-chlorobenzoic acid that precipitated
13. customwas collected
14. washwashed with water
15. customdried

ORDレコード

ord-fba4eddb5fb34a0d890c1437a6a72546

出典データセット

uspto-grants-1977_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04034007