Reaktion #94681

Reaktionsgleichung

1-iodo-4-trimethylsiloxy-trans-1-octene

toluene

→

oil

4-Hydroxy-1-iodo-trans-1-octene

Lösungsmittel

acetic acid

tetrahydrofuran

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe mixture is evaporated
2. 2
   SonstigeThe resulting oil is chromatographed on silica gel with hexane

Vorschrift

A 23 g portion of 1-iodo-4-trimethylsiloxy-trans-1-octene is dissolved in a mixture of 200 ml of glacial acetic acid, 100 ml of tetrahydrofuran, and 50 ml of water. After solution occurs, toluene is added and the mixture is evaporated. The resulting oil is chromatographed on silica gel with hexane progressively enriched in benzene followed by acetone to give 16 g of an oil, pmr spectrum (CDCl3): 3.69 (m, CHOH) and 2.3 (s, OH).

Quelle