4-[(3,4-DICHLOROBENZYL)OXY]BENZENECARBOXYLIC ACID synthesis
- Product Name:4-[(3,4-DICHLOROBENZYL)OXY]BENZENECARBOXYLIC ACID
- CAS Number:56442-18-3
- Molecular formula:C14H10Cl2O3
- Molecular Weight:297.13
![METHYL 4-[(3,4-DICHLOROBENZYL)OXY]BENZENECARBOXYLATE](/StructureFile/ChemBookStructure4/GIF/CB9419085.gif)
84404-04-6
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56442-18-3
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Yield:56442-18-3 87%
Reaction Conditions:
Stage #1: 4-(3,4-dichloro-benzyloxy)-benzoic acid methyl esterwith water;lithium hydroxide in tetrahydrofuran; for 4 h;Reflux;
Stage #2: with hydrogenchloride in water;
Steps:
9
Preparation 94-[(3,4-Dichlorobenzyl)oxy1benzoic acidTo a solution of methyl 4-[(3,4-dichlorobenzyl)oxy]benzoate (Preparation 8, 750 mg; 2.41 mmol) in tetrahydrofuran (1 2 mL) was added an aqueous solution of lithium hydroxide (2 M, 6 mL, 12 mmol) and the reaction stirred at reflux for 4 hours. Upon consumption of starting material the reaction mixture cooled to room temperature and solvent removed in vacuo. The resulting residue was dissolved in water (15 mL) and acidified with 2M hydrochloric acid solution. The aqueous phase was then extracted with dichloromethane (3 x 25 mL). The combined organic extracts were dried over magnesium sulphate, filtered and evaporated in vacuo to give the title compound (620 mg, 87%) as a white solid.1H NMR (400 MHz, d6-DMSO): δ 5.16 (s, 2H), 6.98 (m, 1 H), 7.00 (m, 1 H), 7.44 (m, 1 H), 7.64 (m, 1 H), 7.71 (m, 1 H), 7.83 (m, 1 H), 7.86 (m, 1 H).LCMS Rt = 1 .75 minutes MS m/z 294 [M-H]-
References:
WO2012/7868,2012,A2 Location in patent:Page/Page column 76
18880-04-1
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56442-18-3
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99-76-3
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56442-18-3
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![Benzoic acid, 4-[(3,4-dichlorophenyl)methoxy]-, ethyl ester](/CAS/20210305/GIF/56441-58-8.gif)
56441-58-8
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56442-18-3
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$107.00/500mg
120-47-8
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56442-18-3
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$107.00/500mg