Reaktion #2374279

Reaktionsgleichung

tetrahydrofuran

iodine

iodide

iodide

17-tetratriacontene

→

Tetratriacontanyl Iodide

Lösungsmittel

benzene

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.WAITthe mixture kept at 40° C. for 7 days
2. 2
   TemperaturAfter cooling in an ice bath
3. 3
   FiltrationThe mixture was filtered
4. 4
   Sonstigethe solvent removed in vacuum
5. 5
   workup.DISSOLUTIONThe residue was dissolved in hexane
6. 6
   Sonstigeto remove impurities
7. 7
   SonstigeRecrystallization from hexane
8. 8
   Sonstigegave 13.0 g

Vorschrift

To a solution of 44.8 g. (0.15 mole) of Cp2ZrCl2 in 800 ml. tetrahydrofuran under Argon was added 24.7 g. (0.086 mole) of NaAlH2 (OCH2Ch2OCH3)2 in benzene via syringe. After stirring 2 hours at room temperature, 36.8 g. (0.077 mole) of the olefin, 17-tetratriacontene, was added and the mixture kept at 40° C. for 7 days. After cooling in an ice bath, solid iodine (34.0g., 0.134 mole) was added. The mixture was filtered and the solvent removed in vacuum. NMR analysis indicated an olefin:iodide ratio of 25:75. The residue was dissolved in hexane and percolated through dry silica gel to remove impurities. Recrystallization from hexane gave 13.0 g. pure iodide, m.p. 75°-6° C. and 14.4 g. of a 58:42 olefin:iodide mixture.

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