反应详情

Stannous chloride dihydrate (15.3 g, 67.8 mM) was suspended in methanol (25 ml), and a solution of allyl 2-methyl-6-nitrobenzoate (3.0 g, 13.6 mM) in methanol (5 ml) was added. The mixture was heated at reflux for 1 hour, cooled, and solvent removed. The residue was treated with ethyl acetate (100 ml), made basic with 880 ammonia and diluted with water (50 ml). The organic layer was decanted from the slurry of tin salts, which was extracted with two further portions of ethyl acetate. The combined organic extracts were washed with dilute ammonia, water, brine, and dried over MgSO4, to give allyl 2-amino-6-methylbenzoate as an oil (1.94 g, 75%).

1. temperatureThe mixture was heated
2. temperatureat reflux for 1 hour
3. temperaturecooled
4. customsolvent removed
5. additionThe residue was treated with ethyl acetate (100 ml)
6. additiondiluted with water (50 ml)
7. customThe organic layer was decanted from the slurry of tin salts, which
8. extractionwas extracted with two further portions of ethyl acetate
9. washThe combined organic extracts were washed with dilute ammonia, water, brine
10. dry with materialdried over MgSO4