ChemicalBook CAS DataBase List 3-METHOXY-4'-METHYLBENZOPHENONE

3-METHOXY-4'-METHYLBENZOPHENONE synthesis

11synthesis methods

Product Name:3-METHOXY-4'-METHYLBENZOPHENONE
CAS Number:82520-37-4
Molecular formula:C15H14O2
Molecular Weight:226.27

Complex preparation: Tandem catalysis access to ketones from aldehydes and –arylboronic acids via rhodium-catalyzed addition/oxidation.

1711-05-3
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108-88-3
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82520-37-4
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$121.00/0.5g

Yield:82520-37-4 100%

Reaction Conditions:

Stage #1: m-anisoyl chloride;toluenewith aluminum (III) chloride in dichloromethane at 20; for 4 h;
Stage #2: with hydrogenchloride in dichloromethane;water;

Steps:

3.1.a

a. Preparation of 4-methyl-3'-methoxybenzophenone To a suspension of AlCl₃ (1.1 equivalents) in CH₂Cl₂ (40 ml) a solution of m-anisoylchloride (12.0 g) and toluene (1 equivalent) in CH₂Cl₂ (10 ml) is dropwise added. The resulting mixture is stirred at room temperature for 4 hours, then poured into 200 ml of a mixture ice-37% by weight HCl (1/1 v/v). The organic phase and the aqueous phase are separated. The organic phase is dehydrated with sodium sulphate. Filtration is then effected and the organic solvent evaporated. 4-methyl-3'-methoxybenzophenone is obtained. Yield: quantitative. IR (nujol) (λ=cm^-1) 1690 (C=O); ¹H-NMR (CDCl₃) δ 2.44 (s, 3H); 3.86 (s, 3H); 7.08-7.18 (m, 1H); 7.20-7.40 (m, 5H); 7.73 (d, 2H, J=8.4 Hz). Anal. calc. for C₁₅H₁₄O₂: C, 79.62; H, 6.24. Found: C, 79.53; H, 6.22.