Dyotropic Rearrangements, a New Class of Orbital-Symmetry Controlled Reactions. Type I

✍ Scribed by Dr. Manfred T. Reetz

• Publisher: John Wiley and Sons
• Year: 1972
• Tongue: English
• Weight: 199 KB
• Volume: 11
• Category: Article
• ISSN: 0044-8249
• DOI: 10.1002/anie.197201291

✦ Synopsis

vacuum, (2) crystallizes out (m. p. 70-72 "C after recrystallization from ethyl acetate/petroleum ether) ; yield ca.

A mixture of (2) (249 g, 1 mol), trimethylchlorosilane (108 g, 1 mol), and triethylamine (101 g, 1 mol) in toluene (1.2 1) is heated to boiling for 2 h, allowed to cool and then filtered.

( 3 ) is isolated from the filtrate by fractional distillation in a 20 cm packed column; yield 30-50%. For isolation of (4), (3) is allowed to stand for 2 weeks at 0°C and the crystals which separate are filtered off, thoroughly washed with petroleum ether, and finally dried under vacuum; yield 70-85 %.