Electric Literature of 17994-94-4, A common heterocyclic compound, 17994-94-4, name is Methyl 7-aminoheptanoate hydrochloride, molecular formula is C8H18ClNO2, 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.
General procedure: To a mixture of aldehyde (1 mmol) and amine/amine hydrochloride (1 mmol) in anhydrous CH2Cl2 (10 mL) was added triethylamine (2.5 mmol) at rt, and the resulting solution was stirred vigorously for 1 h. To this was then added (Boc)2O (1.2 mmol) followed by sodium triacetoxyborohydride (2 mmol). The reaction was stirred for an additional 4 h at rt, quenched with saturated NaHCO3 solution, and extracted with CH2Cl2. The combined organic fractions were washed with brine, dried over Na2SO4, and concentrated under reduced pressure. The crude residue was purified by flash chromatography (95:05?50:50, hexanes/EtOAc) to afford the N-Boc secondary amine. Most of the title compounds were present as a mixture of rotational isomers in their 1H and 13C NMR spectra.
The synthetic route of 17994-94-4 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Neelarapu, Raghupathi; Petukhov, Pavel A.; Tetrahedron; vol. 68; 35; (2012); p. 7056 – 7062;,
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