Hydrochloric Acid → HCID 21319918, compound

Temperature

220 °C

Pyridine (6.5 ml.), 10.3 g. (0.115 mole) of cuprous cyanide and 22.8 g. (0.1 mole) of 7-chloro-3-phenylbenzofuran (shown at column 14, line 30, of U.S. Pat. No. 3,862,134) are heated at 220° C. for about three hours, then at 150° to 190° C. for about 16 hours. The solution is added to 40 g. of ferrous chloride hexahydrate in 65 ml. of water and 15 ml. of concentrated hydrochloric acid. The resulting mixture is heated with stirring at 90° C. for about one hour, then filtered hot. The filtrate is cooled, and the product separated by filtration. The product is heated in a boiling benzene-toluene mixture (200 ml/250 ml), then the mixture is decanted. The decantate is evaporated to half of its volume and separated from the dark, solid residue. The residues are again extracted with a boiling mixture of benzene-toluene (400 ml/200 ml), and the combined organic extracts are washed with 125 ml. 6 N hydrochloric acid, water, 10 percent sodium hydroxide and water. The extracts are dried, treated with decolorizing charcoal, then evaporated to provide crude 7-cyano-3-phenylbenzofuran which is recrystallized from a mixture of benzene and petroleum ether. The white product has a m.p. 143°-145° C.

1. additionThe solution is added to 40 g
2. temperatureThe resulting mixture is heated
3. filtrationfiltered hot
4. temperatureThe filtrate is cooled
5. customthe product separated by filtration
6. temperatureThe product is heated in a boiling benzene-toluene mixture (200 ml/250 ml)
7. customthe mixture is decanted
8. customThe decantate is evaporated to half of its volume
9. customseparated from the dark, solid residue
10. extractionThe residues are again extracted with a boiling mixture of benzene-toluene (400 ml/200 ml)
11. washthe combined organic extracts are washed with 125 ml
12. customThe extracts are dried
13. additiontreated with decolorizing charcoal
14. customevaporated

ORD record

ord-4e1433375bd749c19baef5a40349c9d8

Source dataset

uspto-grants-1979_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04153619