(+)-CITRONELLAL synthesis

13synthesis methods

Product Name:(+)-CITRONELLAL
CAS Number:2385-77-5
Molecular formula:C10H18O
Molecular Weight:154.25

106-24-1
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$6.00/25g

2385-77-5
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$65.00/250mg

Yield: 99 % ee

Reaction Conditions:

with Na⁽¹⁺⁾*C₆₂H₅₅Cl₂N₂O₅P₂RuS₂^(1-) at 50; under 750.075 Torr; for 3 h;Sealed tube;Autoclave;Inert atmosphere;enantioselective reaction;Reagent/catalyst;Temperature;

Steps:

1-10 Example 5: Isomerization of geraniol to synthesize R-citronellal
The single-necked bottle was sealed, exited the glove box, and driven into the autoclave with a parallel flow pump under the protection of nitrogen. The autoclave was replaced with high-purity nitrogen in advance.After the catalyst is added, start stirring, then add the substrate geraniol (46.742g, 0.3mol);After the substrate is added, replace it with high-purity nitrogen three times, 1.0 MPa each time.Finally, high-purity nitrogen gas of 0.1 MPa is charged, and the autoclave is turned on for heat tracing. When the temperature of the autoclave reaches 50 ° C, the timer is started, and the reaction is kept for 3 hours.Sampling analysis, GC detection, geraniol conversion rate was 85%, citronellal selectivity was 94%, citronellal ee value was 99% (mainly R configuration).

References:

Wanhua Chemical Group Co., Ltd.;Huang Wenxue;Wang Yanbin;Song Junwei;Xie Shuo;Zhang Yongzhen CN110981707, 2020, A Location in patent:Paragraph 0044-0073