Реакция #2320130

Уравнение реакции

2-methylene-3,4-dihydronaphthalen-1-one

ethyl propenyl ether

→

product

2-ethoxy-3-methyl-3,4,5,6-tetrahydrobenzo[h]chromene

Растворители

dichloroethane

Условия реакции

Обработка

1. 1
   Температураat reflux under nitrogen
2. 2
   ДругоеEvaporation of the solvent
3. 3
   workup.WAITleft 200 g of a brown liquid that
4. 4
   Другоеwas purified on a silica gel column with 15/85 ethylacetate/hexane as the eluent

Методика

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.

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