CN111440070B - 一种碳酸二紫苏酯香料 - Google Patents

一种碳酸二紫苏酯香料 Download PDF

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CN111440070B
CN111440070B CN201910038741.1A CN201910038741A CN111440070B CN 111440070 B CN111440070 B CN 111440070B CN 201910038741 A CN201910038741 A CN 201910038741A CN 111440070 B CN111440070 B CN 111440070B
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perilla
fragrance
dicarbonate
spice
products
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CN111440070A (zh
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杨绍祥
田红玉
刘永国
梁森
孙宝国
王皓
戴慧康
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Shenzhen Chengze Information Technology Co ltd
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Beijing Technology and Business University
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C69/00Esters of carboxylic acids; Esters of carbonic or haloformic acids
    • C07C69/96Esters of carbonic or haloformic acids
    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11BPRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00Essential oils; Perfumes
    • C11B9/0026Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring
    • C11B9/0034Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring the ring containing six carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00Systems containing only non-condensed rings
    • C07C2601/12Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/16Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated

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  • Organic Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Fats And Perfumes (AREA)
  • Cosmetics (AREA)

Abstract

本发明公开了一种化合物碳酸二紫苏酯,具体化学结构式如下所示:

Description

一种碳酸二紫苏酯香料
技术领域
本发明涉及一种芳香化合物,它适于在化妆品、香精、洗涤用品等产品中产生香气。
背景技术
在香料工业中越来越要求提供一种新的化合物,使调香师能够以其作为香原料,为香精、化妆品、洗涤用品制造新香味。
碳酸酯类化合物是一类重要的香料,现已广泛用于各种食品饮料等食用香精的配方中,到目前为止已有三种碳酸酯类香料被批准为可食用香料,分别为1-薄荷醇乙二醇碳酸酯(FEMA号为3805),无色液体,具有薄荷样的凉味;1-薄荷醇丙二醇碳酸酯(FEMA号为3806),无色液体具有薄荷样的凉味;d1-薄荷脑(+/-)-1,2-丙二醇碳酸酯(FEMA号为3992),无色清凉液体,具有薄荷香气,主要用于焙烤食品,饮料、奶酪、口香糖、调味料等食品的加香。
尽管部分碳酸酯类香料已经被广泛应用,仍需提供其他新的香料化合物,使香料商为各种应用制造新的香味,满足人们对新香味日益增长的需求。
发明内容
本发明目的是提供一种化合物,它适于在化妆品、香精、洗涤用品等产品中产生香气。
更具体的是,本发明涉及化合物碳酸二紫苏酯,它通过以下通式表示:
Figure BSA0000177717430000011
具体实施方式
实施例1.碳酸二紫苏酯的制备
合成路线如下式所示:
Figure BSA0000177717430000012
将1.52g(10mmol)紫苏醇,4.86g(30mmol)羰基二咪唑,20mL四氢呋喃加入到100mL三口烧瓶中,加热回流3小时,过滤,依次用二氯甲烷、水洗涤,无水硫酸镁干燥,旋蒸,得白色透明粘稠物,加入到50mL三口烧瓶中,再加入1.82g(12mmol)紫苏醇、20mL N,N-二甲基甲酰胺,90℃搅拌6小时。到入到含50mL二氯甲烷和50mL水分液漏斗中,分液,有机相一次用水、饱和氯化钠溶液洗涤,旋蒸,柱层析分离纯化,得白色透明液体1.19g,产率36%。
产物经过核磁氢谱及核磁碳谱表征。
1H NMR(300MHz,CDCl3)δ:5.79(s,2H),4.70(d,J=5.6Hz,4H),4.50(s,4H),2.11(dd,J=7.3,3.3Hz,8H),1.82(d,J=2.2Hz,4H),1.72(s,6H),1.47(s,2H).
13C NMR(75MHz,CDCl3)δ:155.21,149.38,132.12,126.53,108.76,71.80,40.66,30.38,27.18,26.20,20.67.
实施例2.香气评价
取0.01g碳酸二紫苏酯样品配制为10%丙二醇溶液,用评香条沾取少量溶液,在无其他气味干扰的情况下嗅闻评香条上的气味,进行香气评价。
碳酸二紫苏酯样品具有清甜的奶香、木香、草香、水果香。

Claims (1)

1.一种芳香化合物碳酸二紫苏酯,具体化学结构式如下所示:
Figure FSA0000177717420000011
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