Z-13-OCTADECEN-1-AL synthesis
- Product Name:Z-13-OCTADECEN-1-AL
- CAS Number:58594-45-9
- Molecular formula:C18H34O
- Molecular Weight:266.46
69820-27-5
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58594-45-9
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$185.00/2.5mg
Yield:58594-45-9 75%
Reaction Conditions:
with pyridinium chlorochromate in dichloromethane at 20; for 3 h;
Steps:
(Z)-Octadec-11-enal (3):
General procedure: To a solution of alcohol 2 (0.50g, 1.9 mmol) in dry dichloromethane (8 mL) was added PCC (0.60 g, 2.8 mmol) at room temperature. After 3 h stirring, the reaction was quenched with a few drop of EtOH, and the reaction mixture was filtered with celite. After evaporating solvent, the residue was purified by column chromatography (silica gel, 10% ethyl acetate in hexane) to give aldehyde 3 (0.34 g, 69%). IR (KBr) 3005, 2925, 2854, 2713, 1729 cm-1; 1H NMR (400 MHz, CDCl3) δ 9.76 (t, J = 2.0 Hz, 1H), 5.38-5.30 (m, 2H), 2.42 (td, J = 7.6, 2.0 Hz, 2H), 2.03-1.98 (m, 4H), 1.66-1.59 (m, 2H), 1.32-1.18 (m, 20H), 0.88 (t, J = 7.2Hz, 3H); 13C NMR (100 MHz, CDCl3) δ 203.1, 129.9, 129.8,43.9, 31.8, 29.7, 29.5, 29.4, 29.3 (2), 29.2, 29.1, 29.0, 27.2 (2), 22.7, 22.1, 14.1.
References:
Kim, Sang Sook;Hong, Yong Pyo [Bulletin of the Korean Chemical Society,2011,vol. 32,p. 3120 - 3122]
130253-49-5
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58594-45-9
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5675-51-4
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58594-45-9
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3344-77-2
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58594-45-9
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1120-34-9
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58594-45-9
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