Reference of 25542-62-5, A common heterocyclic compound, 25542-62-5, name is Ethyl 6-bromohexanoate, molecular formula is C8H15BrO2, 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.
EXAMPLE 26; ethyl 6-{5-cyarto-1H-indol-1-yi)hexanoate; [00233] Cyanoi?dole ( 500 mg, 3.52 mmol ) was added to a suspension of sodium hydride (1.1 eq. 148 mg of 60% dispersion m mineral oii) in dimethylformamide and the reaction was stirred for 10 min. Then ethyl 6-bromohexanoate (1 5 eq, 1.18 g, 5.28 mmol ) was added dropwsse. The reaction was stirred at ambient temperature for 5 hours. Then water (8 :1) added and this was extracted with ethyl acetate. The ethyl acetate solution was concentrated in vacio and the residue was purified by silica gel column using ethyl acetate/ hexane as an eluting solvent to afford ethyl 6-{5-cyano~1 H-indol-1- yl)bexanoate (850 mg, 85% yield). 1H NMR {300 MHz, d6-DMSO): delta 8.057(d, J=1.172 Hz1 1H), 7.65(d. J=8.793 Hz. 1H), 7.6(d, J=2.93 Hz, 1H), 7.5(dd, J=1.759Hz, 8.79Hz, 1H), 6.6(d, J=3,5 Hz, 1H), 4.2(t, J=7.03 Hz, 2H), 3.98{q, J=7.034 Hz, 2H), 2.2(t, J=7.3, 2H)1 1.72(pent, J=7.62 Hz, 2H), 1.5(pe?t, J=7.62 Hz, 2H), 1.2( m, 2H)1 1.1(1, J=7.034 Hz, 3H).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; NUADA, LLC; WO2007/134169; (2007); A2;,
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