Some tips on 3-Bromo-5-methoxyaniline

The synthetic route of 16618-68-1 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 16618-68-1, name is 3-Bromo-5-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C7H8BrNO

To a mixture of aq. formaldehyde (37wt%, 4.47mL, 60.0mmol) in THF (15mL) and aq. H2SO4 (3.0molL-1, 4.00mL) in an open flask was added via dropping funnel a suspension of 3-bromo-5-methoxyaniline (3.03g, 15.0mmol) and NaBH4 (1.70g, 45.0mmol) in THF (15mL) over 1hat 15C±5C (inside temperature). After 30min of stirring, pH 8 was adjusted with aq. sat. Na2CO3 and concentrated in vacuo. The residue was diluted with water (80mL) extracted with CH2Cl2 (3×100mL). The combined organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was suspended with CH2Cl2, filtered and the filtrate was concentrated in vacuo to give 3-bromo-5-methoxy-N,N-dimethylaniline (7) as an orange oil (1.81g, 52%): Rf 0.81 (CH2Cl2 100%); numax (neat): 2935m, 2358w, 1604s, 1557s, 1495m, 1431m, 1358w, 1319w, 1276w, 1238m, 1149m, 1060m, 996m, 875w, 812w, 788m, 675w; 1H NMR (500MHz, CDCl3) delta=6.47 (1H, dd, 4J 2.2, 1.7, C2H); 6.42 (1H, dd, 4J 2.0, 1.7, C6H), 6.13 (1H, t, 4J 2.2, C4H), 3.77 (3H, s, OCH3), 2.92 (6H, s, N(CH3)2); 13C NMR (125MHz, CDCl3) delta=161.1 (C5), 152.3 (C3), 123.5 (C1), 108.6 (C2), 104.7 (C6), 97.7 (C4), 55.4 (OCH3), 40.4 (N(CH3)2); ESI-MS: m/z calcd. for C9H13NO+ 230.0175 found 230.0173 [M+H+].

The synthetic route of 16618-68-1 has been constantly updated, and we look forward to future research findings.