反应详情

A solution of 60.8 g (0.4 mole) of the carbinol obtained according to letter (a) above, 11.1 g (0.08 mole) of o-nitro-phenol and 194.4 g (1.2 mole) of triethyl ortho-acetate were slowly heated during 8-10 h to 145°-150° under nitrogen atmosphere while stirring. Meanwhile, ethanol and ethyl acetate formed in the course of the reaction were gradually distilled off whereas the excess of triethyl ortho-acetate was recovered by vacuum distillation. The thus obtained residue was dissolved in petrol ether (b.p. 30°-50°) and the resulting solution was washed with 5% aqueous NaOH, dried over Na2SO4 and finally evaporated. 46.6 g (yield 52.5%) of the title ethyl furyl-acetate were obtained by fractional distillation. Purity ca. 35%; b.p. 65°-70°/0.2 Torr.

1. temperaturewere slowly heated during 8-10 h to 145°-150° under nitrogen atmosphere
2. distillationwere gradually distilled off whereas the excess of triethyl ortho-acetate
3. distillationwas recovered by vacuum distillation
4. dissolutionThe thus obtained residue was dissolved in petrol ether (b.p. 30°-50°)
5. washthe resulting solution was washed with 5% aqueous NaOH
6. dry with materialdried over Na2SO4
7. customfinally evaporated