2-octyldodecanal synthesis
- Product Name:2-octyldodecanal
- CAS Number:13893-37-3
- Molecular formula:C20H40O
- Molecular Weight:296.531
5333-42-6
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Yield:13893-37-3 94%
Reaction Conditions:
with pyridinium chlorochromate in dichloromethane at 27; for 3 h;
Steps:
1.a a) 2-Octyldodecanal (A):
2-Octyl-l-dodecanol (5 g, 16.7 mmol) was taken in a 100 mL round bottomed flask, pyridiniumchlorochromate (10.8 g, 50.24 mmol) was added to it and the mixture was dissolved in anhydrous CH2C12 (120 mL). The reaction mixture was stirred at room temperature (27°C) for 3 h and filtered through a short pad of silica gel to provide the required aldehyde as a colourless liquid. 4.68 g, Yield: 94%.1H NMR (400 MHz, CDC13) δ: 9.54 (d, / = 3.2 Hz, 1 H), 2.26 - 2.14 (m, 1 H), 1.68 - 1.53 (m, 2 H), 1.42 (dd, / = 14.2, 5.6 Hz, 2 H), 1.25 (broad s, 28 H), 0.87 (t, / = 6.8 Hz, 6 H); 13C NMR (100 MHz, CDC13) δ: 211.9, 182.8, 161.1, 77.3, 77.2, 76.7, 74.6, 72.1, 45.5, 42.8, 37.4, 34.0, 32.2, 31.9, 31.8, 29.7, (0101) 29.6, 29.6, 29.5, 29.5, 29.3, 29.3, 29.3, 29.1, 27.4, 25.6, 25.2, 23.9, 22.7, 14.1; MALDI-TOF (m/z): [M]+ calcd for C20H40O: 296.3079; found: 296.2517.
References:
WO2018/20518,2018,A1 Location in patent:Page/Page column 20; 21
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