Synthetic Route of 2635-13-4, A common heterocyclic compound, 2635-13-4, name is 5-Bromobenzo[d][1,3]dioxole, molecular formula is C7H5BrO2, 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.
EXAMPLE 3 Alternative Syntheses of (s)-alpha-methyl-1,3 benzodioxole-5-ethanol 3.47 grams of 4-bromo-1,2(methylenedioxy)benzene were dissolved in 100 ml of tetrahydrofuran at -78 C., 13.9 ml of 1,3M sec-butyllithium in cyclohexane was then added to consume the aryl halide in less than 30 minutes. 1.00 grams of (S)-(-)-propylene oxide in 2 ml THF was added by syringe and the solution stirred for 45 minutes. The solution was then warmed to 23 C. for 16 hours. The reaction mixture wag poured into 3M ammonium chloride solution and the product isolated by extraction with ethyl acetate. The combined extracts were dried over magnesium sulfate filtered through florisil and concentrated by rotary evaporation. The residual oil was purified by silica gel chromatography and eluted with a 50:50 mixture of hexane and diethyl ether to yield 1.40 g (45%) of the subtitled intermediate. Pchem: [alpha]365+117.2 (c 1.0, CHCl3) TLC Rf=0.26 (50:50 hexane:ether); IR (CHCl3) 3598, 3012, 2973, 2887, 1490, 1249, 1041 cm-1; 13C NMR (CDCl3) d 147.75, 146.19, 132.26, 122.27, 109.68, 108.30; mass spectrum, m/z (FD, M+) 180; Anal. Calcd. for C10H12O3: C, 66.65; H, 6.71. Found: C, 66.42; H, 6.66.
The synthetic route of 2635-13-4 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; Eli Lilly and Company; US6329364; (2001); B1;,
Bromide – Wikipedia,
bromide – Wiktionary