Reference of 38514-05-5 ,Some common heterocyclic compound, 38514-05-5, molecular formula is C9H20O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.
6-Methyloctanoic acid (10 g, 63 mmol) was reduced by lithium aluminum hydride (2.4 g, 1.0 eq.) in dry diethylether (150 mL) at 0 C and then left at room temperature overnight to yield after work-up the corresponding alcohol (7.4 g, GC purity 97%). Acetylation of 6-methyloctanol (2.4 g, 16.6 mmol) was performed by using acetyl chloride (1.57 g, 1.2 eq.) and DIEA (4.3 g, 2.0 equiv.) in ethyl acetate (50 mL). After the usual work-up, the crude product was distilled under vacuum (?84 C, ?5 mmHg) to yield 6-methyloctyl acetate (2.2 g, 72%, GC purity 98.7%). 1H NMR (400 MHz, CDCl3): 4.05 (t, J = 6.7, 2H); 2.05 (s, 3H); 1.59-1.66 (m, 2H); 1.25-1.38 (m, 7H); 1.08-1.16 (m, 2H); 0.86 (t, J = 7.1, 3H); 0.85 (d, J = 6.5, 3H). 13C NMR (100 MHz, CDCl3): delta 171.2 (C); 64.7 (CH2); 36.5 (CH2); 34.3 (CH); 29.5 (CH2); 28.7 (CH2); 26.7 (CH2); 26.3 (CH2); 21.0 (CH3); 19.2 (CH3); 11.4 (CH3). MS (EI, 70 eV), m/z (%): 186 (0, M+); 98 (22); 97 (100); 83 (17); 71 (15); 70 (54); 69 (39); 68 (11); 61 (41); 57 (27); 56 (31); 55 (75); 43 (72); 42 (10); 41 (29); 29 (10). LRI (SPB-1) 1264; LRI (SWax) 1544. In cv. Alstonville extract, LRI (SPB-1) 1263; LRI (SWax) 1543.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,38514-05-5, its application will become more common.
Reference:
Article; Delort, Estelle; Jaquier, Alain; Decorzant, Erik; Chapuis, Christian; Casilli, Alessandro; Frerot, Eric; Phytochemistry; vol. 109; (2015); p. 111 – 124;,
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