Some common heterocyclic compound, 65868-63-5, name is tert-Butyl 6-bromohexanoate, molecular formula is C10H19BrO2, 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. Recommanded Product: tert-Butyl 6-bromohexanoate
To a stirred mixture of alcohol 32 (49.7 mg, 0.10 mmol) and TBAI (3.7 mg,0.01 mmol) in DMF (1 mL) at rt was NaH (4.4 mg, 60% dispersion in mineraloil, 0.11 mmol). After 30 minutes, tert-butyl bromohexanoate (25.1 mg, 0.1mmol) was added and the solution was stirred for a further 16 h at rt. H2O (1mL) was then added, and the mixture was extracted with ether (3 ¡Á 2 mL), driedover MgSO4, filtered and concentrated in vacuo. The resultant crude oil was purified by flashchromatography (EtOAc-hexanes 1:3) giving the product as a pale oil (10 mg, 17%). vmax(neat)/cm-12856, 1727, 1367, 1104, 845; deltaH (400 MHz; CDCl3), 7.41 (d, J = 2.0 Hz), 7.32 (dt, J = 8.3, 1.7, 2H),7.27 (m, 2H), 7.03 (dt, J = 8.5, 2.0, 2H), 3.60 (t, J = 6.8, 2H) 3.47 (q, J = 6.4, 2H), 2.87 (t, J = 4.8, 4H),2.66 (t, J = 7.1, 2H), 2.37 (s, 3H), 2.20 (m, 4H), 1.75 (m, 4H), 1.60 (m, 6H), 1.44 (s, 9H); HRMS (ESI+)[M + H]+ 667.2817 calcd for C36H45Cl2N4O4 667.2812.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 65868-63-5, its application will become more common.
Reference:
Article; Grant, Phillip S.; Kahlcke, Nils; Govindpani, Karan; Hunter, Morag; MacDonald, Christa; Brimble, Margaret A.; Glass, Michelle; Furkert, Daniel P.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 21; (2019);,
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