反应详情

温度

60 °C

A solution of (±) cis-2-ethoxy-3a,8b-dihydro-4H-indeno[2,1-d]oxazole (1.0 g, 0.005 mol) in dry toluene (5 ml) was treated with thiophenol (0.55 g, 0.005 mol) and a catalytic amount of p-toluenesulfonic acid monohydrate (25 mg). The mixture was heated at 60° C. for 2 h and then at 80° C. for a further 5 h. The reaction was diluted with diethyl ether and washed with 5% NaOH (3×10 ml) followed by water (10 ml) and brine (10 ml). The organic phase was dried over Na2SO4 and concentrated in vacuo to give an oil (1.4 g) which was purified on a silica gel column using CH2Cl2 as eluant. Pooling of fractions containing the major slower running component afforded the title compound as a colourless solid (0.74 g), m.p. 60.5°-62° C. (from n-pentane/diethyl ether).

1. washwashed with 5% NaOH (3×10 ml)
2. dry with materialThe organic phase was dried over Na2SO4
3. concentrationconcentrated in vacuo