反应详情

A mixture of 1-(3,4-dimethoxy-benzyl)-7,8-dimethoxy-2,3,4,5-tetrahydro-1H-benzo[c]azepine (1.10 g, 3.08 mmol), TEA (1.3 ml, 9.33 mmol), and methyl α-bromophenylacetate (487 μl, 3.09 mmol) in anhydrous toluene (13 ml) was stirred at reflux for 17 h under nitrogen. After cooling, the reaction mixture was dissolved in CH2Cl2 (40 ml), washed with H2O (15 ml), and the aqueous phase was extracted twice with CH2Cl2. The combined organic phases were dried over anhydrous MgSO4, filtered and concentrated to give a crude oil. Flash chromatography (AcOEt/hexane: 1/1) gave the title compound as a mixture of stereoisomers (1.34 g, 2.65 mmol, 86%, yellow oil).

1. temperatureat reflux for 17 h under nitrogen
2. temperatureAfter cooling
3. washwashed with H2O (15 ml)
4. extractionthe aqueous phase was extracted twice with CH2Cl2
5. dry with materialThe combined organic phases were dried over anhydrous MgSO4
6. filtrationfiltered
7. concentrationconcentrated
8. customto give a crude oil