Water → 2-Methyl-7-(2-furanyl)-1-indanone

Temperature

80 °C

Using a method similar to Example 22, 33.7 g (0.15 mol) of (2), 18.5 g (0.165 mol) of furanylboronic acid and 34.9 g (0.33 mol) of sodium carbonate were placed in 570 ml of dimethoxyethane and 180 ml of water in the reaction vessel, the mixture was degassed a number of times and saturated with argon. 675 mg (3 mmol) of palladium acetate and 1.83 g (6 mmol) of tris(o-tolylphenyl)phosphine were added and the reaction mixture was stirred for 2 hours at 80° C. After addition of 450 ml of water, the mixture was extracted 4 times with 300 ml each time of diethyl ether, the ether phase was washed twice with 200 ml each time of water and dried over magnesium sulfate. Removal of the solvent gave 27.06 g of (23) as an oil.

1. custom180 ml of water in the reaction vessel, the mixture was degassed a number of times
2. extractionthe mixture was extracted 4 times with 300 ml each time of diethyl ether
3. washthe ether phase was washed twice with 200 ml each time of water
4. dry with materialdried over magnesium sulfate
5. customRemoval of the solvent

ORD record

ord-f391ce9ab5a248d795610030d0b94aff

Source dataset

uspto-grants-2005_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06963017B2