Dichloromethane → 2,3-Diphenyl-oxirane

Under a flow of F2 (10% in N2) of 20.0 ml min−1 (3.33 mmol h−1) passed through first conduit 12, MeCN:H2O (4:1, 4.95 ml) was added to conduit 16 at a rate of 9.90 ml h−1 (110.0 mmol h−1) and trans-stilbene 24 (0.36 g, 2.0 mmol) (in a 1:1 mixture of DCM:MeCN) was added to conduit 38 at a rate of 9.90 ml h−1. All reaction fluids were collected in a pot 22 containing sodium bicarbonate solution 25 (50 ml). The reaction mixture was then added to another 25 ml of sodium bicarbonate solution, washed with DCM (3×75 ml), dried over MgSO4 and filtered. The solvent was removed under reduced pressure to yield trans-2,3-diphenyloxirane (0.39 g, 1.99 mmol, 99%) as a yellow solid, with no purification required;

1. additionwas added
2. customAll reaction fluids
3. customwere collected in a pot 22 containing sodium bicarbonate solution 25 (50 ml)
4. additionThe reaction mixture was then added to another 25 ml of sodium bicarbonate solution
5. washwashed with DCM (3×75 ml)
6. dry with materialdried over MgSO4
7. filtrationfiltered
8. customThe solvent was removed under reduced pressure

ORD record

ord-b73a791cc4714308b5e8145a2e78c254

Source dataset

uspto-grants-2013_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08609873B2