Reference of 1462-37-9, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.
To N-Boc-L-tyrosinemethyl ester 17 (2 g, 6.8 mmol) indry DMF (20 ml) was added 2 equiv. of 2-bromo-O-benzyl-ethanol (2.9 g, 13.6 mmol) along with 3 equiv. of K2CO3(2.8 g, 20.4 mmol) at room temperature for 1h gave the arylalkyl ether inquantitative yield. The reaction mixture was quenched with ice and extractedwith cold EtOAc (2 x 50 ml). The organic extracts were washed with cold brine(30 ml) and dried over anhydrous Na2SO4. The solvent wasremoved under reduced pressure. The resulting crude product was purified bysilica gel column chromatography using hexanes : EtOAc (9:1) as eluent to givethe 18 (2.5 g) in 87percent yield.1H NMR (CDCl3300 MHz): delta7.4-7.28 (m, 5H), 7.02 (d, J = 8.5 Hz, 2H), 6.85 (d, J = 8.5 Hz, 2H), 4.99-4.91 (m, 0.5H),4.13 (t, J = 4.5Hz, 2H), 3.82 (t, J = 5.1Hz, 2H), 3.7 (s, 3H), 3.1-3.0 (m,2H), 1.42 (s, 9H). 13C NMR (CDCl3, 75 MHz) :delta172.4, 157.8, 155.0, 137.9, 130.2, 128.3, 128.0, 127.7, 127.6, 114.6, 79.8,73.3, 68.4, 67.3, 54.4, 52.1, 37.3, 28.2.IR (KBr): upsilon 2977, 2933, 2873, 1740,1695, 1613, 1585, 1512, 1481, 1392, 1368, 1330, 1248, 1220, 1163, 1072, 963,861, 772, 699 cm-1HRMS (ESI) m/zcalcd for C24H31NO6: 430.2208, found: 430.2224[M+H]+.[alpha]D25: -9.0(c = 1.0, CHCl3).
The chemical industry reduces the impact on the environment during synthesis ((2-Bromoethoxy)methyl)benzene. I believe this compound will play a more active role in future production and life.
Reference:
Article; Kumar, Harish; Reddy, A. Srinivas; Reddy, B.V. Subba; Tetrahedron Letters; vol. 55; 9; (2014); p. 1519 – 1522;,
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