Thermally Induced Redox Reaction of Carbonyl Compounds and Alcohols in a Radical Chain Reaction: Comproportionation to Two Hydroxyalkyl Radicals
✍ Scribed by Dr. Dietmar Malwitz; Priv.-Doz. Dr. Jürgen O. Metzger
- Publisher
- John Wiley and Sons
- Year
- 1986
- Tongue
- English
- Weight
- 239 KB
- Volume
- 25
- Category
- Article
- ISSN
- 0044-8249
No coin nor oath required. For personal study only.
✦ Synopsis
Use of the lithium reagent, LiN(SiMe,), in the metatheses resulted in products which contained residual chloride. However, NaN(SiMe,)? yielded chloride-free, pure amides which gave satisfactory analyses (see ref.
121).
141 Procedure: The reagents were prepared under Ar by adding the organolithium or Grignard reagent to 1 mmol of the lanthanoid amide or alkoxide suspended in 5 mL of ether at -78°C. After 15 min, the epoxide and internal standard (decane) dissolved in 5 mL of ether at -78°C was added. The reaction mixtures were sampled after stirring for 1 h at -7 8 °C 2 h at room temperature, and 23 h at room temperature. Quenching with 3 M aqueous ammonium chloride removed the inorganics and left a virtually colorless organic layer. Analysis by GLC calibrated with authentic materials gave the yields quoted.