反应详情

To a solution of 1-methyl-2-(methyloxy)-4-[(4-nitrophenyl)oxy]benzene (Intermediate 19, 1.43 g) in tetrahydrofuran (65 mL)/water (32.5 mL) iron (1.540 g, 27.6 mmol) and then ammonium chloride (1.475 g, 27.6 mmol) were added and the reaction mixture was stirred for 5 hours at room temperature. The catalyst was filtered off and the solution was diluted with a saturated solution of Na2CO3 (10 mL) and extracted with ethyl acetate (2 times 60 mL). Combined organic layers were dried over sodium sulphate, filtered and evaporated to the title compound (1.25 g) as a brown/red solid.

1. filtrationThe catalyst was filtered off
2. additionthe solution was diluted with a saturated solution of Na2CO3 (10 mL)
3. extractionextracted with ethyl acetate (2 times 60 mL)
4. dry with materialCombined organic layers were dried over sodium sulphate
5. filtrationfiltered
6. customevaporated to the title compound (1.25 g) as a brown/red solid