ChemicalBook CAS DataBase List 3'-METHYL-BIPHENYL-4-YLAMINE

3'-METHYL-BIPHENYL-4-YLAMINE synthesis

10synthesis methods

Product Name:3'-METHYL-BIPHENYL-4-YLAMINE
CAS Number:57964-45-1
Molecular formula:C13H13N
Molecular Weight:183.25

17933-03-8
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$5.00/1g

106-40-1 Synthesis

106-40-1
456 suppliers
$12.00/5g

57964-45-1
24 suppliers
$74.43/0.5g

Yield:57964-45-1 19%

Reaction Conditions:

with potassium carbonate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride in 1,4-dioxane at 90; for 4 h;

Steps:

1

Step 1. To a solution of 4-bromoaniline (1.50 g, 8.72 mmol) in 1 , 4-dioxane (50 mL) m-tolylboronic acid (1.42 g, 10.46 mmol), Pd(dppf)₂Cl₂ (100 mg) and K₂C0₃ (1.80 g, 13.08 mmol) were added. The mixture was heated to 90° C for 4 h. After cooling, the mixture was filtered. Then saturated aqueous NaHC0₃ (20 mL) was added to the filtrate and the resultant solution was extracted with EtOAc (100 mL x 3). The combined organic layers were dried over Na₂S0₄, concentrated and purified by SGC (DCM : PE = 1 : 3) to give 196 (300 mg, yield: 19 ). LC-MS (m/z): 184.1 [M+l]⁺.

References:

WO2012/82436,2012,A2 Location in patent:Page/Page column 148