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ChemicalBook CAS DataBase List 3,7-Dimethyl-7-hydroxyoctanal
107-75-5

3,7-Dimethyl-7-hydroxyoctanal synthesis

4synthesis methods
By hydration of natural citronellal obtained from Java citronella or from Eucalyptus citriodora; β-pinene is converted to myrcene, which on hydration may yield either linalool or mixture of geranoil and nerol; the latter mixture can be hydrogenated to citronellol and subsequently converted to citronellal and hydroxycitronellal; also by hydrogenation of 3,7-dimethyl-7-hydroxy-2- octen-2-al over palladium carbon in ethyl acetate solution.
-

Yield:-

Steps:

Multi-step reaction with 4 steps
1: sodium sulfite, 25percent sulfuric acid / H2O / 15 - 20 °C
2: sulfuric acid / H2O / 18 - 20 °C
3: 20percent sodium hydroxide / H2O / 5 - 7 °C
4: H2, potassium iodide / 50percent nickel/kieselguhr / aq. propan-2-ol / 112509 Torr

References:

Erman, M. B.;Golovacheva, E. V.;Gulyi, S. E.;Zasetskii, D. L.;Shutikova, L. A.;et al. [Journal of Organic Chemistry USSR (English Translation),1990,vol. 26,# 2.1,p. 219 - 221][Zhurnal Organicheskoi Khimii,1990,vol. 26,# 2,p. 262 - 265]

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