3-CHLORO-5-(METHOXYCARBONYL)BENZOIC ACID synthesis
- Product Name:3-CHLORO-5-(METHOXYCARBONYL)BENZOIC ACID
- CAS Number:153203-57-7
- Molecular formula:C9H7ClO4
- Molecular Weight:214.6
20330-90-9
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Yield:153203-57-7 80%
Reaction Conditions:
with methanol;sodium hydroxide in tetrahydrofuran at 25; for 16 h;
Steps:
3-Chloro-5-(methoxycarbonyl)benzoic acid
To a mixture of dimethyl 5-chloroisophthalate (5.00 g, 21.8 mmol) in MeOH/THF (250 mL/250mL) was added 1 M NaOH (21.8 mL, 21.8 mmol) in portions, then the reaction was stirred at 25°C for 16 hrs. HPLC-UV indicated complete conversion of the starting material. The reaction was concentrated to remove the solvents, the residue was adjusted to pH = 2 with 4 N HC1 to give a precipitate. The solid was collected by filtration, washed with water, dried in vacuo to yield the desired product as colorless solid (3.75 g, 80% yield). 'H NMR (600 MHz, CDCI3): d = 8.64 (s, 1 H), 8.27 (s, 2 H), 3.98 (s, 3 H). Measured using a Bruker Biospin GmbH 600 NMR spectrometer.
References:
WO2021/165195,2021,A1 Location in patent:Page/Page column 129
28179-47-7
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