2-Tetralone → 2-Phenylnaphthalene

Temperature

200 °C

A mixture of 14.6 g. of 2-tetralone, 20 g. of phenyl magnesium bromide, and 200 ml. of diethyl ether is stirred for 4 hours and then refluxed for one hour. The mixture is acidified with the addition of 200 ml. of 1 N hydrochloric acid, filtered, and extracted with diethyl ether. The extracts are combined, washed with water to neutrality, filtered, dried and evaporated; unchanged 2-tetralone is removed by distillation. The residue, containing 2-phenyl-3,4-dihydronaphthalene is mixed with 25 g. of 5 percent palladium-on-charcoal catalyst; the resulting mixture is heated to 200° C for 6 hours, cooled, diluted with 250 ml. of chloroform, filtered, and evaporated to give 2-phenylnaphthalene.

1. additionA mixture of 14.6 g
2. temperaturerefluxed for one hour
3. additionThe mixture is acidified with the addition of 200 ml
4. filtrationof 1 N hydrochloric acid, filtered
5. extractionextracted with diethyl ether
6. washwashed with water to neutrality
7. filtrationfiltered
8. customdried
9. customevaporated
10. customunchanged 2-tetralone is removed by distillation
11. additionThe residue, containing 2-phenyl-3,4-dihydronaphthalene
12. additionis mixed with 25 g
13. temperaturecooled
14. additiondiluted with 250 ml
15. filtrationof chloroform, filtered
16. customevaporated

ORD record

ord-1037fc4ccbb444a7b9f6bcd4a4d6cdc4

Source dataset

uspto-grants-1977_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04009197