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ChemicalBook CAS DataBase List Citronellol
106-22-9

Citronellol synthesis

10synthesis methods
By reduction of citronellal or geraniol or by fractional distillation of such essential oils as geranium and citronella (Bedoukian, 1967).
26489-02-1 Synthesis
Citronella

26489-02-1
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Yield:106-22-9 99%

Reaction Conditions:

with trimethylamine-N-oxide;sodium formate;C34H44FeN4O4(2+)*2I(1-) in water at 80; for 24 h;Inert atmosphere;Schlenk technique;

Steps:

General procedure A for reduction of aldehydes by hydrogen transfer reaction

General procedure: In a dried flamed Schlenk tube under argon, the corresponding aldehyde (1 equiv.) and sodiumformate (170 mg, 5 equiv.) were mixed in water (0.5 M). The iron complex Fe4 (5 mg, 2 mol%) and Me3NO (1 mg, 2.5 mol %) were then added. The mixture was stirred and heated at 80°C for 24 h. After cooling-down to room temperature, the resulting solution was quenchedwith a saturated aqueous solution of sodium bicarbonate and extracted three times with ethylacetate. The organic phase was dried over MgSO4, filtrated and concentrated under vacuumto afford the crude product. A purification by flash chromatography on silica gel furnished thealcohol.

References:

Coufourier, Sébastien;Gaillard, Sylvain;Mbaye, Mbaye Diagne;Ndiaye, Daouda;Renaud, Jean-Luc [Molecules,2020,vol. 25,# 2,art. no. 421] Location in patent:supporting information

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