反应 #2320130
ord-d8609a3d471f472484a357618996fd8e
反应方程式
2-methylene-3,4-dihydronaphthalen-1-one
ethyl propenyl ether
→
product
2-ethoxy-3-methyl-3,4,5,6-tetrahydrobenzo[h]chromene
反应条件
详细条件
See reaction.notes.procedure_details.
后处理
- 1温度at reflux under nitrogen
- 2其他Evaporation of the solvent
- 3workup.WAITleft 200 g of a brown liquid that
- 4其他was purified on a silica gel column with 15/85 ethylacetate/hexane as the eluent
实验过程
A solution of 2-methylene-3,4-dihydronaphthalen-1-one (44.9 g, 282 mmol), tris(6,6,7,7,8,8,8-heptafluoro-2,2-dimethyl-3,5-octanedionato)ytterbium [Yb(fod)3, 15.0 g, 14.2 mmo], and ethyl propenyl ether (300 g, 390 mL, 3.5 mol) in 830 mL of dichloroethane was heated at reflux under nitrogen with stirring for 20 hours. Evaporation of the solvent left 200 g of a brown liquid that was purified on a silica gel column with 15/85 ethylacetate/hexane as the eluent, yielding 140 g of product, which was used without further purification.