Diethyl Ether → Ethylene styrene

3,5,6,7-Tetrahydro-s-Hydrindacen-1(2H)-one (12.00 g, 0.06967 moles) was stirred in diethylether (200 mL) at 0° C. as PhMgBr (0.105 moles, 35.00 mL of 3.0 M solution in diethylether) was added slowly. This mixture was then allowed to stir overnight at room temperature. After the reaction period the mixture was quenched by pouring over ice. The mixture was then acidified (pH=1) with HCl and stirred vigorously for 2 hours. The organic layer was then separated and washed with H2O (2×100 mL) and then dried over MgSO4. Filtration followed by the removal of the volatiles resulted in the isolation of the desired product as a dark oil (14.68 g, 90.3% yield).

1. additionwas added slowly
2. customAfter the reaction period the mixture
3. customwas quenched
4. additionby pouring over ice
5. stirringstirred vigorously for 2 hours
6. customThe organic layer was then separated
7. washwashed with H2O (2×100 mL)
8. dry with materialdried over MgSO4
9. filtrationFiltration
10. customfollowed by the removal of the volatiles

ORD record

ord-16c76eddb61246ccb4bee576948f1736

Source dataset

uspto-grants-2001_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06262161B1