反应详情

To a solution of 322 mg of tryptophol (II, R2, R3, R4, R5, R6 = H and X1 =OH) and 248 mg of the nitroketone, nitro-2-propanone, in 100 ml of benzene is added five drops of boron trifluoride etherate and three drops of trifluoroacetic acid. The reaction mixture is stirred and heated at reflux under water-separator for 18 hr. The benzene solution is cooled, washed with 10% sodium bicarbonate solution, water, saturated brine solution, and dried over magnesium sulfate. The solvent is removed and the residue is subjected to chromatography on silica gel. Elution with chloroform gives the title compound, νmaxCHCl3 3450, 1550cm-1, nmr (CHCl3) δ1.68 (s, 3H), 2.84 (t, 2H), 4.10 (t, 2H).

1. temperatureheated
2. temperatureat reflux under water-separator for 18 hr
3. washwashed with 10% sodium bicarbonate solution, water, saturated brine solution
4. dry with materialdried over magnesium sulfate
5. customThe solvent is removed
6. washElution with chloroform