The synthetic route of 101-84-8 has been constantly updated, and we look forward to future research findings.
Electric Literature of 101-84-8, These common heterocyclic compound, 101-84-8, name is Diphenyl oxide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
EXAMPLE 3; Preparation of Partially brominated DPO[0050] To the 500 mL 4-neck flask equipped as in Example 2 was added 732g of Br2. Molten diphenyl oxide (49.3 g) was added dropwise at bromine reflux over 40 minutes. The solution was refluxed (O0C condenser) 45 minutes longer. Catalyzed Bromination[0051] To the 1-liter flask, equipped as in Example 2, were added 4.0 g of AlCl3 and 595 g of bromine. This mixture was brought to reflux through the fractionation column and the contents of the 500 mL flask were pumped in at -0.5 niL/min via the 1/16″ (ca. 0.16 cm) O. D., 1/32″ (ca. 0.08 cm) LD. diptube subsurface to the resulting reaction mass. The reaction mass temperature was 590C. The reaction mass was kept at hard reflux throughout the solution addition. The temperature of the cooling water on condenser was 170C. Eight hours later, all of the contents of the 500 mL flask had been pumped into the 1 -liter flask. About 5 mL of bromine was added to the 500 mL flask and this bromine was pumped into the 1 -liter flask. The reaction mass was then refluxed 15 minutes longer with a N2 purge (about 100-200 niL/min. down the diptube). The reaction mass was cooled partially, and 50O mL of H2O was added and the reactor was set for distillation. Bromine was distilled to 1000C and the reaction mass was cooled to 6O0C. Excess 5% NaOH added to pH 12. The solid product was collected and washed well with H2O. A sample was analyzed by GC. GC analysis showed the product to contain 0.017% of the first nonabromodiphenyl oxide peak (meta and para isomers), 0.031% of the second nonabromodiphenyl oxide peak (ortho isomer) and 99.95% of decabromodiphenyl oxide. The remainder of the product was dried overnight at 13O0C and, after drying, weighed 263 g. EXAMPLE 4; Preparation of Partially brominated DPO [0052] To 50.0 g of DPO in a 500 rnL flask equipped with magnetic stirrer, addition funnel, thermometer, and condenser was added 29 g of bromine dropwise over 30 minutes. The reactor was cooled in a water bath. When all the bromine had been added, the reactor was purged with nitrogen to facilitate pumping and prevent HBr breakout in the line. Catalyzed Bromination [0053] In a 1-liter 4-neck Morton flask were placed 4.05 g of AlCl3 and 1230 g of bromine.The flask was equipped with 1/32-inch (ca. 0.08 cm) LD. diptube (subsurface) and a fractionation column as described in Example 2 and topped with a tap water cooled Friedrich condenser. This mixture was brought to reflux and the DPO mixture was pumped into the reactor via the 1/32-inch diptube. Reaction temperature was 590C. Heating was such that bromine vapor rose to about 1A of the height of the condenser before totally condensing. The temperature of the cooling water exiting the condenser was 25.6C. After 6 hours and 58 minutes of feeding, all of the DPO had been added except for about Ig remaining in the flask. The diptube was removed and the reaction mixture was refluxed 10 minutes longer. Water (500 mL) was added and the reactor was set for bromine distillation. Bromine was distilled to a reaction temperature of 1000C. 658 g of bromine was collected. The reactor was cooled,5% NaOH was added to pH of about 13, and the product was collected and washed. GC analysis showed the product to contain 0.020% of the first nonabromodiphenyl oxide peak (meta and para isomers), 0.080% of the second nonabromodiphenyl oxide peak (ortho isomer) and 99.90% of decabromodiphenyl oxide. The product was dried overnight at 1300C. After drying overnight the product weighed 265.2 g. EXAMPLE 5Preparation of Partially brominated DPO[0054] To the 500 mL flask (equipped as described in Example 4) containing 51.67 g ofDPO was added 30.0 g of bromine over about 10 minutes with cooling in a water bath. After stirring for 15 minutes this mixture was nitrogen sparged to remove HBr.Catalyzed Bromination[0055] In a 1 -liter jacketed 4-neck flask equipped with a thermocouple, 1/32-inch LD. dip tube, mechanical stirrer and 9 inch x 1 inch (ca. 22.8 cm x 2.54 cm) column (packed with 5 mm x 5 mm Raschig rings) and topped with a water-cooled Friedrich condenser, and heated by circulating hot water through the jacket, the water temperature being controlled to give the desire reaction temperature, were placed 4.0 g OfAlCl3 and 1240 g of bromine. This mixture was heated to 56.70C and DPO addition initiated. After a DPO feed time of 9 hours and 42 minutes, during which time the reaction temperature was maintained mainly at 56.10C to 57.10C, the feed was stopped and the mixture was refluxed 5 minutes longer under a nitrogen purge of the reaction flask. Then 500 mL of water was added and the flask was set for distillation. 617 Grams of bromine was distilled to a temperature of 800C. The stirrer in the flask was stopped and the resultant water phase was decanted. The solids were washed with 500 mL of water and the water was decanted. Then 500 mL of water and 10 g of NaOH were added to the solids and the mixture …
The synthetic route of 101-84-8 has been constantly updated, and we look forward to future research findings.