Dichloromethane → 1,2-Epoxydodecane

Participants

Reaction Steps

Under a flow of F2 (10% in N2) of 8.9 ml min−1 (1.49 mmol h−1) fed through conduit 12, MeCN:H2O (4:1, 5.50 ml) was added to conduit 16 at a rate of 5.50 ml −1 (60.4 mmol h−1). A solution of dodec-1-ene 24 (0.25 g, 1.49 mmol) (in a 1:1 mixture of DCM:MeCN) was added to pot reactor 22 prior to reaction. The HOF.MeCN thus generated was passed via conduit 20 into the pot reactor 22. Following reaction and purging with nitrogen, the reaction mixture was then transferred from pot reactor 22 to a vessel containing 100 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 2-decyloxirane (0.233 g, 1.27 mmol, 85%) as a pale yellow oil, with no further purification required.

Provenance & Evidence