These common heterocyclic compound, 622-86-6, name is (2-Chloroethoxy)benzene, 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. category: chlorides-buliding-blocks
2-(4- Aminophenyl) butanoic acid (397.3 mg, 2.0 mmol) was suspended with stirring in trifluoroacetic anhydride (277.4 uL, 2.0 mmol). Then (2-chloroethoxy)benzene (252.4 uL, 1.8 mmol) was added dropwise and the resulting mixture was stirred at room temperature overnight. The reaction was quenched with saturated sodium bicarbonate solution (5 mL) and extracted with ethyl acetate (2 x 15 mL). The combined organic layers were dried over anhydrous magnesium sulfate and concentrated on a rotary evaporator. The resulting residue was purified by reverse-phased chromatography (C-10 column, gradient of acetonitrile in water with 0.1% formic acid) to afford 297.1 mg (49%) of the desired product as a yellow solid. NMR (400 MHz, MeOD) delta 7.99 (d, J (0800) = 8.9 Hz, 2H), 7.28 (m, 4H), 6.96 (d, J = 8.9 Hz, 2H), 4.58 (t, J = 7.2 Etazeta, IotaEta), 4.27 (t, J = 5.5 Hz, 2H), 3.84 (t, J = 5.5 Hz, 2H), 2.11 (m, 1H), 1.78 (m, 1H), 0.88 (t, J = 7.3 Hz 3H); MS (ESI) (m/z) 318.1/320.1 (M+H)+.
The synthetic route of (2-Chloroethoxy)benzene has been constantly updated, and we look forward to future research findings.
Reference:
Patent; TEMPLE UNIVERSITY-OF THE COMMONWEALTH SYSTEM OF HIGHER EDUCATION; CHILDERS, Wayne, E.; ABOU-GHARBIA, Magid; JACOBSON, Marlene, A.; FAN, Rong; MARTINEZ, Rogelio, L.; MELENSKI, Edward, George; (126 pag.)WO2017/205451; (2017); A1;,
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