Some common heterocyclic compound, 36865-41-5, name is 1-Bromo-3-methoxypropane, molecular formula is C4H9BrO, 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. Quality Control of 1-Bromo-3-methoxypropane
To a 50 Ljacket reactor containing 5-bromo-2-methoxy-phenol (1.185 kg, 5.78mo1), 1- bromo-3-methoxy-propane (1.028 kg, 6.52 mol) and acetonitrile (12 L) was added anhydrousK2C03 (1.212 kg, 8.68 mol) in one portion at room temperature. The resulting mixture was heated to 75 C and the agitation was maintained for 16 hours. The reaction mixture was slowly cooled to room temperature, and to the mixture was added water (6 L) and EA (8 L). The organic phase was separated and washed with 5% brine (6 L) again. The organic layer was filtered through a Na2504 pad, and concentrated under reduced pressure to give 1.6 Kg of 4-bromo- 1-methoxy-2-(3-methoxypropoxy)benzene as a light brown solid, which was used directly in thenext step without further purification. The yield was 98 %, the purity was 99.3 %, and MS obsd.(ESIj [(M+H)i: 275.1. ?H NMR (400 MHz, DMSO-d6) oe ppm 1.84 – 2.04 (m, 2 H) 3.25 (s, 3H) 3.33 (s, 1 H) 3.46 (t, J=6.27 Hz, 2 H) 4.01 (t, J=6.27 Hz, 2 H) 5.58 – 9.80 (m, 3 H) 5.58 – 9.80(m, 3 H) 6.92 (d, J=8.53 Hz, 1 H) 7.04 – 7.13 (m, 2 H)
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 36865-41-5, its application will become more common.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DU, Zhengming; WANG, Lin; (43 pag.)WO2017/16960; (2017); A1;,
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