4,4-Dichloro-'2-cyclobutenones 1\_, available by cycloaddition of acetylenes to dichloroketene, can be photolyzed in the presence of olefins or dienes to produce regiospecifically Z-vinylcyclobutanones &&. The photochemical reaction succeeds even in some cases where thermolysis fails and was shown t
Vinylketenes from Cyclobutenones by Electrocyclic Ring Opening
โ Scribed by Dr. Herbert Mayr
- Book ID
- 101545381
- Publisher
- John Wiley and Sons
- Year
- 1975
- Tongue
- English
- Weight
- 223 KB
- Volume
- 14
- Category
- Article
- ISSN
- 0044-8249
No coin nor oath required. For personal study only.
โฆ Synopsis
2,4,4-Trimethyl-2-cyclobutenone ( 9 )
3-Ethoxy-2,4,4-trimethylcyclobutanone (19.0g, 0.1 2mol) in ether (290ml) was mixed to a paste with neutral AI,O, (230g); after 24h the mixture was poured onto a column of dry A1,0, (100g) and eluted with ether (800ml). The solvent was removed by fractional distillation; (9) distilled at 49 to 51 "C/28 torr as a colorless liquid with a pungent odor; yield 10.0 g (75%).
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