Continuously updated synthesis method about 1-Bromo-2-methoxynaphthalene

The synthetic route of 3401-47-6 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. 3401-47-6, name is 1-Bromo-2-methoxynaphthalene belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 3401-47-6

General procedure: An oven-dried vial (35×12 mm) equipped with a PTFE-sealedxscrew cap was loaded with a magnetic stirrer bar, ((+/-)-binap)Ni[P(OPh)3]2*2PhCH3 (9) (39 mg, 25 mmol, 5mol-%), (+/-)-binap (15 mg, 25 mmol, 5 mol-%), and the corresponding aryl halide (0.50 mmol, 1.0 equiv.). The vial was then transferred into an argon-filled glovebox, where NaOtBu (216 mg, 2.20 mmol, 4.40 equiv.) and NH3 (0.5 M in 1,4-dioxane, 3.0 mL, 1.5 mmol, 3.0 equiv.) were added. The reaction vial was capped, removed from the glovebox, and placed into a preheated oil bath at 120 C to stir for 18 h. On cooling, the reaction mixture was diluted with Et2O (15 mL), and washed with 1 M NaOH (10 mL) and H2O (210 mL). The organic layer was fused onto silica and purified via flash column chromatography (EtOAc/hexanes or EtOAc/MeOH) to give the corresponding aniline. 2-Methoxynaphthalen-1-amine (19l) Following the general procedure using 1-bromo-2-methoxynaphthalene (119 mg, 0.500 mmol), the desired compound 19l was obtained after purification via flash column chromatography(hexanes/EtOAc 90 : 10) as a dark-orange oil (62 mg, 0.36 mmol, 72 %). The spectral data were in accordance with those reported in the literature.[65] Rf 0.22 (hexanes/EtOAc 90 : 10). deltaH (CDCl3, 500 MHz) 7.80-7.77 (2H, m, 2Ar-H), 7.46-7.42 (1H, m, Ar-H), 7.38-7.33 (2H, m, 2Ar-H), 7.26 (1H, d, J 8.8, Ar-H), 4.23 (2H, br s, NH2), 3.98 (3H, s, OMe). deltaC (CDCl3, 125 MHz) 142.6 (Ar-C), 129.6 (Ar-C), 129.5 (Ar-C), 128.5 (Ar-CH), 125.1 (Ar-CH), 124.0 (Ar-C), 123.7 (Ar-CH), 120.4 (Ar-CH), 118.5 (Ar-CH), 113.7 (Ar-CH), 56.8 (OMe).

The synthetic route of 3401-47-6 has been constantly updated, and we look forward to future research findings.