反应详情

Trichloroacetyl chloride (108 ml, 0.96 mol) was added slowly to a stirred suspension of freshly activated zinc-copper couple (56 g), allyl benzyl ether (50 ml, 0.32 mol), dry 1,2-dimethoxyethane (95 ml) and dry diethyl ether (550 ml) in a 2 L three-neck flask under argon. The reactants were heated under gentle reflux for 3d. The products were then filtered and the residue was washed with ether. The combined filtrate and washings were concentrated under reduced pressure. Light petroleum ether was added and the mixture was stirred vigorously. The supernatant was decanted and more light petroleum ether was added. After vigorous stirring the supernatant was again decanted and mixed with the original supernatant. The resulting solution was washed with saturated NaHCO3 twice and brine once. The organic phase was dried over MgSO4 and the solvent was evaporated to give a light yellow oil which was used directly in the next step. 1H NMR (CDCl3, 300 MHz): δ 3.10-3.25 (m, 2H), 3.36-3.57 (m, 1H), 3.65-3.75 (m, 1H), 3.83-3.88 (m, 1H), 4.57 (s, 2H), 7.27-7.40 (m, 5H).

1. temperatureThe reactants were heated
2. filtrationThe products were then filtered
3. washthe residue was washed with ether
4. concentrationThe combined filtrate and washings were concentrated under reduced pressure
5. additionLight petroleum ether was added
6. customThe supernatant was decanted
7. additionmore light petroleum ether was added
8. stirringAfter vigorous stirring the supernatant
9. customwas again decanted
10. additionmixed with the original supernatant
11. washThe resulting solution was washed with saturated NaHCO3 twice
12. dry with materialThe organic phase was dried over MgSO4
13. customthe solvent was evaporated
14. customto give a light yellow oil which