2-Methyl-2-butene → 1-Indanone

Temperature

10 °C

100 g Tin (IV) chloride is added at 10° C. to a solution of 79 g p-methyl benzoyl chloride and 40 g trimethyl ethene in 100 ml cyclohexane. The reaction mixture is then stirred at 10° C. during 30 min., subsequently poured out into ice and extracted with ether. The solution in ether is washed neutral, dried and evaporated. The residue is added to a solution of 72 g AlCl3 in 200 ml nitropropane, in the course of which the temperature is kept at 25°-30° C. Then the reaction mixture is stirred during five hours at 20° C. After that it is poured out into ice and extracted with ether. The solution in ether is washed neutral, dried and evaporated. The residue is distilled under diminished pressure yielding 45.4 g of the desire indanone. B.p. 95° C./1 mm Hg.

1. additionsubsequently poured out into ice
2. extractionextracted with ether
3. washThe solution in ether is washed neutral
4. customdried
5. customevaporated
6. additionThe residue is added to a solution of 72 g AlCl3 in 200 ml nitropropane, in the course of which the temperature
7. customis kept at 25°-30° C
8. stirringThen the reaction mixture is stirred during five hours at 20° C
9. additionAfter that it is poured out into ice
10. extractionextracted with ether
11. washThe solution in ether is washed neutral
12. customdried
13. customevaporated
14. distillationThe residue is distilled under diminished pressure

ORD record

ord-55ea0c1c3dd34f4e8bc375a8c3ac51e0

Source dataset

uspto-grants-1982_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04352748