4-(3-METHOXYBENZOYL)BENZOIC ACID synthesis
- Product Name:4-(3-METHOXYBENZOYL)BENZOIC ACID
- CAS Number:156727-76-3
- Molecular formula:C15H12O4
- Molecular Weight:256.25
82520-37-4
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156727-76-3
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Yield:156727-76-3 76%
Reaction Conditions:
Stage #1: (4-methylphenyl)-(3-methoxyphenyl)methanonewith potassium permanganate in water;tert-butyl alcohol; for 7.5 h;Reflux;
Stage #2: with sodium hydroxide in water;
Stage #3: with hydrogenchloride in water;
Steps:
3.1.b
b. Preparation of 4-(3'-methoxybenzoyl)benzoic acid 4.0 grams of 4-methyl-3'-methoxybenzophenone (3.1a) are dissolved in 40 ml of a t-butanol/water 1/1 (v/v) mixture. 6.44 grams of potassium permanganate are added. The reaction mixture is heated at reflux for 7.5 hours, then filtered on celite and concentrated under vacuum. The residue is dissolved in a 5% weight NaOH aqueous solution. The obtained solution is washed with ethyl ether and brought to an acid pH with a 37% w HCl aqueous solution. 4-(3'-methoxybenzoyl)benzoic acid (3.1b) is recovered as a white precipitate. The solid is filtered off and recrystallized by a methanol/H2O (1/1 v/v) solution. Yield: 76%. IR (nujol) (λ=cm-1) 1690 (C=O), 1715 (C=O), 3300 (OH); 1H-NMR (CDCl3) δ 3.57 (bs, 1H); 3.86 (s, 3H); 7.10-7.45 (m, 6H); 7.81 (d, 2H, J=8.4 Hz). Anal. calc. for C15H12O4: C, 70.31; H, 4.72. Found: C, 70.16; H, 4.70.
References:
US2011/152238,2011,A1 Location in patent:Page/Page column 49
108-88-3
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156727-76-3
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1711-05-3
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156727-76-3
10 suppliers
$283.00/250mg