Methyl 4-acetoxy-3-broMobenzoate synthesis
- Product Name:Methyl 4-acetoxy-3-broMobenzoate
- CAS Number:149817-68-5
- Molecular formula:C10H9BrO4
- Molecular Weight:273.08
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Yield:149817-68-5 94%
Reaction Conditions:
Stage #1: methyl 3-bromo-4-hydroxybenzoate;acetyl chloridewith pyridine in dichloromethane at 20; for 2 h;Inert atmosphere;
Stage #2: with hydrogenchloride;water in dichloromethane; pH=1;
Steps:
1.00.2
Step 2 To a stirred suspension of methyl 3-bromo-4-hydroxybenzoate (270 g, 1168 mmol) in DCM (1.5 L) was added pyridine (150 mL). Acetyl chloride (87 mL, 1227 mmol) was then added dropwise at room temperature and under nitrogen. The mixture was left to stir for 2 hrs at room temperature. Water (1 L) was then added followed by HCl 2N until pH 1. The organic layer was then washed with water, brine, dried over magnesium sulfate, filtered and evaporated to dryness to afford methyl 4-acetoxy-3-bromobenzoate (300 g, 94%) as a white powder. NMR Spectrum: (DMSOd6) 2.34 (s, 3H), 3.87 (s, 3H), 7.47 (d, 1H), 8.01 (dd, 1H), 8.20 (d, 1H).
References:
US2011/98271,2011,A1 Location in patent:Page/Page column 38
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