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ChemicalBook CAS DataBase List HYDROPRENE
41096-46-2

HYDROPRENE synthesis

8synthesis methods
Hydroprene is commercially synthesised through esterification of 3,7,11-trimethyl-2,4-dodecadienoic acid with ethanol. The production process begins with the preparation of the dodecadienoic acid backbone, which involves controlled oligomerization and selective methylation of linear precursors. This intermediate is then esterified with ethanol under acidic conditions to yield hydroprene. The final product is purified via distillation and stabilised for formulation
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Yield:-

Steps:

Multi-step reaction with 8 steps
1: MnO2
2: Et3N / N-(2-hydroxyethyl)-thiazolium bromide / dioxane / 20 h / 95 - 100 °C
3: sodium borohydride / tetrahydrofuran / 1 h / 0 °C
4: pyridine / 24 h / 25 °C
5: potassium t-butoxid, 18-Crown-6 / benzene / 0.5 h / Ambient temperature
6: NaBH4 / ethanol / 4 h / Heating
7: PBr3, LiBr, 2,4,6-collidine / 3 h / -40 - 0 °C
8: 1.) ZnBr2, 2.) DBU / 1.) ether, -40 deg C to 0 deg C, 2 h, 2.) 50 deg C, 2 h

References:

Baan, Gabor;Vinczer, Peter;Novak, Lajos;Szantay, Csaba [Tetrahedron Letters,1985,vol. 26,# 35,p. 4261 - 4264]

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