Alkyl enol ether properfume
A technology of alkyl and cycloalkyl, which is applied in the preparation of essential oils/fragrances, detergent composition fragrances, and carbon-based compounds, and can solve problems such as lack of persistence, non-retention, and short-term fragrance effect
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[0086] The preparation of aqueous dispersions / slurries of core-shell microcapsules is well known to those skilled in the art. In one form, the microcapsule wall material may comprise any suitable resin and include melamine, glyoxal, polyurea, polyurethane, polyamide, polyester, and the like, among others. Suitable resins include the reaction products of aldehydes and amines, suitable aldehydes include formaldehyde and glyoxal. Suitable amines include melamine, urea, benzoguanamine, glycoluril and mixtures thereof. Suitable melamines include methylol melamine, methylated methylol melamine, imino melamine and mixtures thereof. Suitable ureas include dimethylol urea, methylated dimethylol urea, urea-resorcinol, and mixtures thereof. Suitable materials of manufacture can be obtained from one or more of Solutia Inc. (St Louis, Missouri U.S.A.), Cytec Industries (West Paterson, New Jersey U.S.A.), Sigma-Aldrich (St. Louis, Missouri U.S.A.).
[0087] According to a particular embo...
Embodiment 1 to 6
[0219] Dimethyl acetal (35mmol), alcohol (70mmol) and KHSO 4 (48mg, 0.35mmol) was added to a 25ml round bottom flask equipped with a distillation head and nitrogen bubbler. The mixture was heated (oil bath at 150°C) while distilling off the liberated methanol (vapor temperature 64°C) until the vapor temperature dropped (40-60 minutes), indicating that most of the methanol had been removed. The mixture was placed under vacuum (300 mTorr) and heated (180-190° C. oil bath) for 2-3 hours while the liberated alcohol was distilled from the reaction flask. Adding Na 2 CO 3 (0.5 g), the enol ether was isolated from the reaction flask by vacuum distillation, or by flash chromatography on silica gel followed by Kugelrohr distillation.
Embodiment 1
[0220] Example 1. (2-((2-methylundec-1-en-1-yl)oxy)ethyl)benzene:
[0221] Starting from the dimethyl acetal of 2-methylundecanal and 2-phenylethanol, the title compound was isolated by distillation (bp 130 °C, 30 mTorr) as a colorless oil in 91% yield (E / Z=59:41).
[0222] 1 H NMR (CDCl 3 , 500MHz, E-isomer): δ0.88(t, J=7.0Hz, 3H), 1.19-1.39(m, 14H), 1.57(s, 3H), 1.85(t, J=7.5Hz, 2H ),2.91(t,J=7.3Hz,2H),3.86(t,J=7.3Hz,2H),5.81(s,1H),7.17-7.30(m,5H).
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