Application of 7252-83-7, A common heterocyclic compound, 7252-83-7, name is 2-Bromo-1,1-dimethoxyethane, molecular formula is C4H9BrO2, 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.
Following a modified procedure,[9] under a N2 atmosphere, 8a (867 mg, 1.44 mmol) andCs2CO3 (3.05 g, 9.36 mmol) were placed in a 100 mL sealed tube. 2-Bromo-1,1-dimethoxyethane (9) (1.60 g, 9.5 mmol) and solvent DMF (30 mL) were added via cannula.The reaction mixture was stirred at 110 C for 24 h. At ambient temperature, the mixture wasdiluted with EtOAc (250 mL) and washed with H2O (3¡Á60 mL) and brine (60 mL). Theorganic phase was dried over Na2SO4 and concentrated. The residue was purified by columnchromatography over silica gel (n-hexane/EtOAc 5/1) to give S10 (804 mg, 81%) as acolorless solid. M. p. = 162-163 C. 1H NMR (300 MHz, CDCl3) delta = 6.92 (s, 1H), 6.91 (s,1H), 6.92-6.78 (m, 4H), 6.79 (d, J = 8.8 Hz, 1H), 6.71 (d, J = 1.1 Hz, 1H), 4.85 (t, J = 5.5 Hz1H), 4.62-4.41 (m, 5H), 3.65 (s, 3H), 3.63 (s, 3H), 3.45 (s, 3H), 3.31 (s, 6H), 1.38 (d, J =6.1 Hz, 6H), 1.33 (d, J = 6.1 Hz, 6H), 1.31 (d, J = 6.1 Hz, 6H). 13C NMR (125 MHz, CDCl3)delta = 155.6 (Cq), 150.1 (Cq), 149.5 (Cq), 147.4 (Cq), 147.2 (Cq), 146.5 (Cq), 146.2 (Cq), 146.1(Cq), 144.0 (Cq), 127.7 (Cq), 127.4 (Cq), 123.8 (CH), 123.4 (CH), 122.2 (Cq), 118.5 (Cq),115.9 (CH), 115.2 (CH), 115.0 (CH), 114.6 (Cq), 114.5 (CH), 110.2 (Cq), 105.3 (CH), 104.4(CH), 103.5 (CH), 71.5 (CH), 71.5 (CH), 71.2 (CH), 55.9 (CH3), 55.8 (CH3), 55.6 (CH3), 55.3(CH3), 47.9 (CH2), 22.1 (CH3), 21.9 (CH3). IR (neat): 2975, 2931, 1703, 1517, 1463, 1257,1107, 1031, 752 cm-1. MS (ESI) m/z (relative intensity) 712 (100) [M+Na+], 690 (50)[M+H +], 658 (80). HR-MS (ESI) m/z calcd for C39H48NO10 [M+H+] 690.3273, found690.3267.
The synthetic route of 7252-83-7 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Mei, Ruhuai; Zhang, Shou-Kun; Ackermann, Lutz; Synlett; vol. 28; 14; (2017); p. 1715 – 1718;,
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