CN106518816A - 2‑苯基‑3‑(2‑呋喃基)丙‑2‑烯醛的制备工艺 - Google Patents
2‑苯基‑3‑(2‑呋喃基)丙‑2‑烯醛的制备工艺 Download PDFInfo
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- 238000002360 preparation method Methods 0.000 title claims abstract description 13
- HYBBIBNJHNGZAN-UHFFFAOYSA-N furfural Chemical compound O=CC1=CC=CO1 HYBBIBNJHNGZAN-UHFFFAOYSA-N 0.000 claims abstract description 12
- DTUQWGWMVIHBKE-UHFFFAOYSA-N phenylacetaldehyde Chemical compound O=CCC1=CC=CC=C1 DTUQWGWMVIHBKE-UHFFFAOYSA-N 0.000 claims abstract description 11
- 238000006243 chemical reaction Methods 0.000 claims abstract description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 8
- 239000003513 alkali Substances 0.000 claims abstract description 5
- 229940100595 phenylacetaldehyde Drugs 0.000 claims abstract description 5
- 239000002994 raw material Substances 0.000 claims abstract description 4
- 239000003054 catalyst Substances 0.000 claims abstract description 3
- 239000002904 solvent Substances 0.000 claims abstract 3
- 125000001033 ether group Chemical group 0.000 claims abstract 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 21
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims description 11
- 239000000463 material Substances 0.000 claims description 5
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims description 4
- 235000017550 sodium carbonate Nutrition 0.000 claims description 2
- 229910000029 sodium carbonate Inorganic materials 0.000 claims description 2
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- 239000000047 product Substances 0.000 description 3
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- 241000220317 Rosa Species 0.000 description 2
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- MIDXCONKKJTLDX-UHFFFAOYSA-N 3,5-dimethylcyclopentane-1,2-dione Chemical compound CC1CC(C)C(=O)C1=O MIDXCONKKJTLDX-UHFFFAOYSA-N 0.000 description 1
- 244000144725 Amygdalus communis Species 0.000 description 1
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- 244000297179 Syringa vulgaris Species 0.000 description 1
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- 241001609902 Tidestromia Species 0.000 description 1
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- DEDOPGXGGQYYMW-UHFFFAOYSA-N molinate Chemical compound CCSC(=O)N1CCCCCC1 DEDOPGXGGQYYMW-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
- C07D307/02—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings
- C07D307/34—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D307/38—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D307/40—Radicals substituted by oxygen atoms
- C07D307/46—Doubly bound oxygen atoms, or two oxygen atoms singly bound to the same carbon atom
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- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
本发明公开了一种2‑苯基‑3‑(2‑呋喃基)丙‑2‑烯醛的制备工艺，以苯乙醛和糠醛为原料，以碱为催化剂，溶剂为乙醚，反应温度介于0‑10℃之间，反应1‑8小时。本发明的方法能够减少工艺过程，提高产率，降低后处理成本。
Description
技术领域
本发明涉及化工技术领域，具体的涉及一种2-苯基-3-(2-呋喃基)丙-2-烯醛的制备工艺。
背景技术
苯乙醛无色或淡黄色液体，具有类似风信子的香气，稀释后具行水果的甜香气。主要用于风信子、水仙、黄水仙、甜豆花等配方中，少量用于其他花香型中，赋予青的头香，有提调香气的作用，如在白玫瑰、紫丁香、玉兰、茉莉铃兰、兔耳草花、苹果花、桂花等香型中，使其清香透发。也用于精韵百花型及其他香精中。
糠醛是有杏仁味的无色的油状液体，天然存在于咖啡、威士忌、白面包、老姆酒、红茶。可由各种农副产品中萃取，包括玉米穗轴、燕麦与小麦的麦麸和锯木屑。用于调配面包、坚果、焦糖、可可等食用香精。
2-苯基-3-(2-呋喃基)丙-2-烯醛具有玫瑰花、青甜香气、巧克力、蜂蜜的脂蜡甜香、坚果、蓝莓杨梅香韵。广泛用于多种香型香精的调配。由于在很多食品同时有糠醛和苯乙醛存在，在食品的加工过程中经过各种复杂的特殊加工工艺可能生成2-苯基-3-(2-呋喃基)丙-2-烯醛。
本发明利用合成技术手段合成天然等同原料2-苯基-3-(2-呋喃基)丙-2-烯醛。
发明内容
本发明目的是提供制备2-苯基-3-(2-呋喃基)丙-2-烯醛的方法，减少工艺过程，提高产率，降低后处理成本。为了实现本发明的目的，拟采用如下技术方案：
本发明一方面涉及一种2-苯基-3-(2-呋喃基)丙-2-烯醛的制备工艺，其特征在于包括如下步骤：
以苯乙醛和糠醛为原料，以碱为催化剂，反应温度介于0-10℃之间，反应1-8小时，反应温度优选在2-7℃之间。
在本发明的优选实施方式中，所述的碱为氢氧化钠，其中氢氧化钠的浓度为为0.5-5％，以纯碱计，氢氧化钠加入量为物料总量5-20％；优选的，催化反应时间为1-8小时。
在本发明的优选实施方式中，所述的工艺还包括反应结束后的萃取、洗料以及减压蒸馏步骤。
本发明的技术方案是在于由苯乙醛、糠醛，进行醛醛加成反应，，无任何副产物，产物纯度高，2-苯基-3-(2-呋喃基)丙-2-烯醛的得率高，本产品广泛用于食品及饮料，适用于配制多种类型香精。
采用本发明的方法所得的2-苯基-3-(2-呋喃基)丙-2-烯醛纯度高、香气好、操作简单，大大缩短了生产时间，提高了制备效率。
具体实施方式
以下结合技术方案详细叙述本发明的具体实施方式
实施例1：2-苯基-3-(2-呋喃基)丙-2-烯醛的制备
在三口烧瓶中加入60克糠醛，100克乙醚，1％的氢氧化钠溶液1000克。将物料进行冷却，待温度到达0℃时；将60克苯乙醛加入滴液漏斗，开始滴加，料液温度控制在5±1℃，滴加结束后继续反应3小时，反应结束后分出有机层。经过干燥脱水、减压精馏得成品2-苯基-3-(2-呋喃基)丙-2-烯醛，本发明检测使用先进的色谱检测，检测结果2-苯基-3-(2-呋喃基)丙-2-烯醛含量为99.23％，产品得率为78％。
以上所述是本发明的优选实施方式，应当指出，对于本技术领域的普通技术人员来说，在不脱离本发明所述原理的前提下，还可以作出若干改进和润饰，这些改进和润饰也应视为本发明的保护范围。
Claims (5)
1.一种2-苯基-3-(2-呋喃基)丙-2-烯醛的制备工艺，其特征在于包括如下步骤：
以苯乙醛和糠醛为原料，以碱为催化剂，溶剂为乙醚，反应温度介于0-10℃之间，反应1-8小时，反应温度优选在2-7℃之间。
2.根据权利要求1所述的制备工艺，所述的碱为氢氧化钠，其中氢氧化钠的浓度为0.5-5％，以纯碱计，氢氧化钠加入量为物料总量5-20％。
3.根据权利要求1所述的制备工艺，所述的溶剂为乙醚，其中乙醚的用量为原料总量的80-200％。
4.根据权利要求1-3任意一项所述的制备工艺，所述的制备工艺还包括反应结束后的萃取、洗料以及减压蒸馏步骤。
5.根据权利要求1-3任意一项所述的制备工艺，所述的制备工艺得到的2-苯基-3-(2-呋喃基)丙-2-烯醛纯度在99％以上。
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| CN201610795098.3A CN106518816A (zh) | 2016-08-31 | 2016-08-31 | 2‑苯基‑3‑(2‑呋喃基)丙‑2‑烯醛的制备工艺 |
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| CN201610795098.3A CN106518816A (zh) | 2016-08-31 | 2016-08-31 | 2‑苯基‑3‑(2‑呋喃基)丙‑2‑烯醛的制备工艺 |
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| CN106518816A true CN106518816A (zh) | 2017-03-22 |
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Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103889994A (zh) * | 2011-08-29 | 2014-06-25 | 国家科学研究中心 | 通过维悌希反应的进行γ,δ-不饱和氨基酸的通用和立体有择合成 |
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- 2016-08-31 CN CN201610795098.3A patent/CN106518816A/zh active Pending
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103889994A (zh) * | 2011-08-29 | 2014-06-25 | 国家科学研究中心 | 通过维悌希反应的进行γ,δ-不饱和氨基酸的通用和立体有择合成 |
Non-Patent Citations (3)
| Title |
|---|
| LIPP, MARIA ET AL.: "New furyl- and phenylpolyalkenals from aldol condensation", 《CHEMISCHE BERICHTE》 * |
| SANIL SREEKUMAR ET AL.: "Upgrading Lignocellulosic Products to Drop-In Biofuels via Dehydrogenative Cross-Coupling and Hydrodeoxygenation Sequence", 《CHEMSUSCHEM.》 * |
| 蒋思翠等: "Ｌ－苯丙氨酸参与的 Ａｍａｄｏｒｉ化合物的合成及其在卷烟中的应用", 《香料香精化妆品》 * |
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