- METHOD FOR PRODUCING ETHYL 4-METHYLOCTANOATE
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There is provided a method for producing ethyl 4-methyloctanoate at a lower cost, by fewer steps, and in higher yield. More specifically, there is provided a method for producing ethyl 4-methyloctanoate comprising the steps of: reacting 1-chloro-2-methylhexane through malonic ester synthesis to obtain diethyl 2-methylhexylmalonate, and subjecting the diethyl 2-methylhexylmalonate to a Krapcho reaction to obtain ethyl 4-methyloctanoate.
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Paragraph 0053-0056
(2017/09/29)
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- Efficient synthesis of (±)-4-methyloctanoic acid, aggregation pheromone of rhinoceros beetles of the genus oryctes (Coleoptera: Dynastidae, Scarabaeidae)
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(±)-4-Methyloctanoic acid and its ethyl ester are aggregation pheromones of many rhinoceros beetles of the genus Oryctes and are investigated for the control of these pests by olfactory trapping. A simple, economical, and high-yield (>50%) synthesis of (±)-4-methyloctanoic acid and its ethyl ester is presented starting from n-hexanal. The key step in this sequence is an orthoester Claisen rearrangement for the elongation of the carbon chain by two.
- Ragoussis, Valentine,Giannikopoulos, Alexandros,Skoka, Efthymia,Grivas, Panagiotis
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p. 5050 - 5052
(2008/02/12)
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- A New Coupling Reaction of Alkyl Iodides with Electron Deficient Alkenes Nickel Boride (cat.) - Borohydride Exchange Resin in Methanol
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The radical addition reaction of alkyl iodides with α,β-unsaturated esters, nitriles, and ketones proceeds in moderate to excellent yields (50-95%) using Ni(OAc)2 (0.05-0.2 equiv) - BER (3-5 equiv) in methanol in 1-9 h at room temperature or at 65°C. Nickel boride on borohydride exchange resin (BER) is a good alternative reagent to tributyltin hydride for the coupling of alkyl iodides with the electron deficient alkenes in methanol. Compared with tributyltin hydride method, this method has an advantage of simple workup, since nickel boride - BER can be removed readily by filtration.
- Sim, Tae Bo,Choi, Jaesung,Joung, Meyoung Ju,Yoon, Nung Min
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p. 2357 - 2361
(2007/10/03)
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- A new coupling reaction of alkyl iodides with α,β-unsaturated esters using Ni2B(cat.)-BER in methanol
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Alkyl iodides can be coupled with α,β-unsaturated esters using Ni2B(0.05-0.2 eq)-BER(3 eq) in methanol at room temperature. Products (68-95%) are conveniently isolated, simply filtering the resin and evaporating the excess enoates and methanol.
- Sim, Tae Bo,Choi, Jaesung,Yoon, Nung Min
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p. 3137 - 3140
(2007/10/03)
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