反应 #2320130

ord-d8609a3d471f472484a357618996fd8e

反应方程式

C=C1CCc2ccccc2C1=O
2-methylene-3,4-dihydronaphthalen-1-one
CC=COCC
ethyl propenyl ether
CCOC1OC2=C(CCc3ccccc32)CC1C
product
CCOC1OC2=C(CCc3ccccc32)CC1C
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. 1
    温度at reflux under nitrogen
  2. 2
    其他Evaporation of the solvent
  3. 3
    workup.WAITleft 200 g of a brown liquid that
  4. 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.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07709100B2uspto-grants-2010_05