A common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, molecular formula is C8H15Br, 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. 1647-26-3.
60% sodium hydride (526 mg, 0.013 mol) were added portion wise to a mixture of isatin (1.75 g, 0.012 mol) dissolved in 35 mL of dimethylformamide. The reaction medium was stirred at room temperature for 2 hours. A solution of l-Bromo-2- cyclohexylethane (2.5 g, 0.013 mol) dissolved in dimethylformamide (3 mL) was then added drop wise. The reaction medium was stirred at room temperature overnight. After extraction with ethyl acetate, the organic layer was washed with hydrochloric acid (0.4 N) and water. The organic fraction was dried over MgSO4 and concentrated under vacuum. The title compound was prepared as an orange solid following Method A. The resulting solid was washed with a mixture of heptane/AcOEt. Yield: 100%. 1H NMR (CDCl3): delta 0.92-1.05 (m, 2H), 1.12-1.41 (m, 4H), 1.57 (q, J = 6.9Hz, 2H), 1.63-1.82 (m, 5H), 3.74 (t, J = 7.6 Hz, 2H), 6.88 (d, J = 7.8 Hz, IH), 7.11 (t, J = 7.5 Hz, IH), 7.56 – 7.61 (m, 2H). 13C NMR (CDCl3): delta 26.09 (CH2), 26.4 (CH2), 33.08 (CH2), 34.42 (CH2), 35.42 (CH), 38.21 (CH2), 110.12 (CH), 117.66 (C), 123.57 (CH), 125.41 (CH), 138.3 (CH), 151.01 (C), 158.03 (C=O). 178.71 (C=O).
The synthetic route of 1-Bromo-2-cyclohexylethane has been constantly updated, and we look forward to future research findings.
Reference:
Patent; BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM; WO2009/12227; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary