Reaktion #530280

Reaktionsgleichung

Sodium hydride

3,3,5-Trimethyl-4-cyclohepten-1-ol

Iodoethane

→

3,3,5-trimethyl-cyclohepten-1-yl ethyl ether

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGstirred for 25 minutes
2. 2
   Sonstigefour hours
3. 3
   Sonstigeat 112° C
4. 4
   WaschenThe crude oil was washed once with 50 mL saturated sodium bicarbonate solution
5. 5
   workup.DISTILLATIONdistilled through a short Vigreux column

Vorschrift

Sodium hydride (60% in mineral oil) (5.4 gm) was added to 60 gm toluene in a reaction flask and stirred under nitrogen. 3,3,5-Trimethyl-4-cyclohepten-1-ol (15.4 gm) was added over 10 minutes at room temperature and stirred for 25 minutes. Iodoethane (23.4 gm) was next added over five minutes. The reaction was heated to 72° C. over 1.5 hours and then four hours at 112° C. The crude oil was washed once with 50 mL saturated sodium bicarbonate solution and distilled through a short Vigreux column. A heart cut fraction, 3,3,5-trimethyl-cyclohepten-1-yl ethyl ether, was obtained that weighed 14.9 gm and had a boiling point of 89° C. at 10 mm pressure. Its GC purity was 94%. The fraction was evaluated for its odor quality and characterized as having fresh diffusive citrus lime notes as well as fruity-peach/prune-rose floral.

Quelle