反应详情

24.3 g of 6-acetoxy-2,5,7,8-tetramethyl-2-(4-nitrophenoxymethyl)chroman were dissolved in a mixture of 200 ml of methanol and 20 ml of benzene and reacted for 3 hours under a hydrogen pressure of 45-55 lb/sq. inch (3.1-3.8 bars), using Pearl's hydrogen adding apparatus, in the presence of 7 g of 10% w/w palladium-on-carbon. The palladium-on-carbon was removed by filtration from the reaction mixture and washed with a mixture of 600 ml of acetone and 60 ml of concentrated hydrochloric acid. The filtrate and the washings were combined and the mixture was neutralized with sodium bicarbonate. The solvent was then distilled off, and the crude crystals obtained were dissolved in ethyl acetate. The ethyl acetate solution was washed with water and dried over anhydrous sodium sulfate. The ethyl acetate was then distilled from the extract, and the crude substance obtained was washed with a 1:1 by volume mixture of benzene and cyclohexane, giving the desired 6-acetoxy-2-(4-aminophenoxymethyl)-2,5,7,8-tetramethylchroman, melting at 138°-140° C.

1. customreacted for 3 hours under a hydrogen pressure of 45-55 lb/sq
2. customThe palladium-on-carbon was removed by filtration from the reaction mixture
3. washwashed with a mixture of 600 ml of acetone and 60 ml of concentrated hydrochloric acid
4. distillationThe solvent was then distilled off
5. customthe crude crystals obtained
6. washThe ethyl acetate solution was washed with water
7. dry with materialdried over anhydrous sodium sulfate
8. distillationThe ethyl acetate was then distilled from the extract
9. customthe crude substance obtained
10. washwas washed with a 1:1 by volume mixture of benzene and cyclohexane