Реакция #530279

Уравнение реакции

Sodium hydride

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

Iodomethane

→

3,3,5-trimethyl-4-cyclohepten-1-yl methyl ether

Растворители

toluene

Условия реакции

Обработка

1. 1
   workup.STIRRINGstirred overnight
2. 2
   ПромывкаThe reaction mixture was washed with 50 mL of saturated sodium bicarbonate solution
3. 3
   workup.DISTILLATIONdistilled through a short Vigreux column

Методика

Sodium hydride (60% in mineral oil) (5.4 gm) was added to 60 gm toluene in a stirred reaction flask and stirred under nitrogen. 3,3,5-Trimethyl-4-cyclohepten-1-ol (15.4 gm) was then added over 10 minutes at room temperature and stirred overnight. Iodomethane (21.3 gm) was added dropwise over 10 minutes followed by heating at 45° C. for six hours and four hours at 98° C. The reaction mixture was washed with 50 mL of saturated sodium bicarbonate solution and distilled through a short Vigreux column. A heart cut fraction, 3,3,5-trimethyl-4-cyclohepten-1-yl methyl ether, was obtained that weighed 13.9 gm and had a boiling point of 85° C. at 10 mm pressure. Its GC purity was 97%. The fraction was evaluated for its odor quality and characterized as fresh, spicy, saffron-like, floral, (marigold)-herbaceous-woody-powerful.

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