4-[(acetyloxy)Methyl]-3-broMobenzoic acid synthesis
- Product Name:4-[(acetyloxy)Methyl]-3-broMobenzoic acid
- CAS Number:90772-73-9
- Molecular formula:C10H9BrO4
- Molecular Weight:273.08
Yield:90772-73-9 92%
Reaction Conditions:
with pyridine at 25; for 2 h;
Steps:
117.2 Step 2: Preparation of 4-(acetoxymethyl)-3-bromobenzoic acid
To a mixture of 3-bromo-4-(hydroxymethyl)benzoic acid (460 mg, 1.99 mmol) in pyridine (10 mL) was added acetic anhydride (203 mg, 1.99 mmol), the reaction mixture was stirred at 25 °C for 2 h to give a pale yellow solution. LCMS showed the reaction was completed. The mixture was quenched with water (10 mL) and the pH was adjusted to 1 with 1N aqueous HC1. The mixture was extracted with EtOAc (20 mL x2), the combined extracts was washed with brine (30 mL x 2), dried over anhydrous Na2S04, filtered and concentrated under reduced pressure to give 4-(acetoxymethyl)-3-bromobenzoic acid (500 mg, yield: 92%) as an off-white solid. (1483) NMR (400 MHz, DMSO-rie) d 2.14 (3H, s), 5.17 (2H, s), 7.61 (1H, d, J= 8.0 Hz), 7.95 (1H, dd, J= 8.0, 1.2 Hz), 8.11 (1H, d, J= 1.2 Hz), 13.38 (1H, brs).
References:
WO2019/126730,2019,A1 Location in patent:Paragraph 0508
91760-66-6
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