2-METHOXY-[1,1'-BIPHENYL]-4-AMINE synthesis
- Product Name:2-METHOXY-[1,1'-BIPHENYL]-4-AMINE
- CAS Number:56970-24-2
- Molecular formula:C13H13NO
- Molecular Weight:199.25
Yield:56970-24-2 61%
Reaction Conditions:
with (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride;potassium carbonate in 1,4-dioxane;water; for 3.5 h;Inert atmosphere;
Steps:
19 Example 19 Preparation of 4-Phenyl-3-methoxy-phenylamine (Intermediate 1s)
4-bromo-3-methoxy-aniline 971 mg (4.81 mmol) and phenylboronic acid 586 mg (4.81 mmol. 1 eq) potassium carbonate(3.99 g 24.88 mmol 6 eq) [1,1'-bis(diphenylphosphino)ferrocene]palladium dichloride (351.35 mg 481 mmol 6 eq) was placed in a 100 ml two-necked flask and infused with 30 ml (dioxane: water) =3:1) Nitrogen protection, 80 for 3.5 h. After the TLC monitoring reaction is completed, the post-treatment distillation is carried out under reduced pressure to about 10 ml, and the solution is poured into a separating funnel, extracted with dichloromethane for 2-3 times, dried over anhydrous Na 2 SO 4 , filtered, and evaporated to dryness to give a black oily drop. Separated and purified by petroleum ether: ethyl acetate = 6:1 silica gel column chromatography to obtain a pale yellow oily liquid about 580 mg, yield 61%.
References:
CN108467370,2018,A Location in patent:Paragraph 0101; 0102; 0103
15862-01-8
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