Methyl 5-formyl-2-methoxybenzoate
- Product Name
- Methyl 5-formyl-2-methoxybenzoate
- CAS No.
- 78515-16-9
- Chemical Name
- Methyl 5-formyl-2-methoxybenzoate
- Synonyms
- EOS-61914;Methoxy ester;Eluxadoline int4;Eluxadoline Intermediate 3;5-formyl-2-methoxybenzamide;methyl5-formyl-2-methoxybenzoate;4-Methoxy-3-methoxycarbonylbenzaldehyde;5-Formyl-2-methoxybenzoic Acid Methyl Ester;5-Formyl-2-methoxyl-benzoic acid methyl ester;Eluxadoline: Methyl 5-formyl-2-methoxybenzoate
- CBNumber
- CB41456990
- Molecular Formula
- C10H10O4
- Formula Weight
- 194.18
- MOL File
- 78515-16-9.mol
Methyl 5-formyl-2-methoxybenzoate Property
- Melting point:
- 86-87 °C
- Boiling point:
- 163-165 °C(Press: 1 Torr)
- Density
- 1.191±0.06 g/cm3(Predicted)
- storage temp.
- under inert gas (nitrogen or Argon) at 2-8°C
- Appearance
- White to off-white Solid
- InChI
- InChI=1S/C10H10O4/c1-13-9-4-3-7(6-11)5-8(9)10(12)14-2/h3-6H,1-2H3
- InChIKey
- CNRMXICSYWVJRD-UHFFFAOYSA-N
- SMILES
- C(OC)(=O)C1=CC(C=O)=CC=C1OC
Safety
- HS Code
- 2918999090
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- M3327
- Product name
- Methyl 5-Formyl-2-methoxybenzoate
- Purity
- min. 98.0 %
- Packaging
- 5G
- Price
- $99
- Updated
- 2025/07/31
- Product number
- M3327
- Product name
- Methyl 5-Formyl-2-methoxybenzoate
- Purity
- min. 98.0 %
- Packaging
- 25G
- Price
- $297
- Updated
- 2025/07/31
- Product number
- 455719
- Product name
- Methyl 5-Formyl-2-methoxybenzoate
- Packaging
- 1g
- Price
- $333
- Updated
- 2021/12/16
- Product number
- M305410
- Product name
- Methyl5-Formyl-2-methoxybenzoate
- Packaging
- 50g
- Price
- $715
- Updated
- 2021/12/16
- Product number
- CS-M3114
- Product name
- Benzoicacid,5-formyl-2-methoxy-,methylester
- Purity
- 99.85%
- Packaging
- 10g
- Price
- $50
- Updated
- 2021/12/16
Methyl 5-formyl-2-methoxybenzoate Chemical Properties,Usage,Production
Chemical Properties
White to Almost white powder to crystaline; Melting Point 87 °C.
Uses
Methyl 5-Formyl-2-methoxybenzoate is an intermediate used to synthesize peroxisome proliferator-activated receptor (PPAR) activators. It is also used to prepare 1,4-bis(3-hydroxycarbonyl-4-hydroxyl)styrylbenzene derivatives as PTP1B inhibitors.
Synthesis
616-76-2
74-88-4
78515-16-9
General procedure for the synthesis of methyl 5-formyl-2-methoxybenzoate from 5-formyl-2-hydroxybenzoic acid and iodomethane: 5-formyl-2-hydroxybenzoic acid (2.0 g, 12.0 mmol), iodomethane (1.5 mL, 25 mmol) and potassium carbonate (3.06 g, 22.2 mmol) were mixed in dimethylformamide (15 mL). The reaction mixture was stirred at room temperature for 16 hours. After completion of the reaction, the solvent was removed by distillation under reduced pressure. The crude product was dissolved in ethyl acetate, washed sequentially with water (2×), saturated saline (2×) and the organic phase was dried with anhydrous sodium sulfate. After filtration, the filtrate was concentrated under reduced pressure and the resulting residue was purified by column chromatography to afford the target product methyl 5-formyl-2-methoxybenzoate 1.85 g (79% yield). The structure of the product was confirmed by 1H-NMR (CDCl3, 500 MHz) and mass spectrometry: 1H-NMR δ 9.91 (s, 1H), 8.31 (d, J = 2.1 Hz, 1H), 8.02 (dd, J = 8.5, 2.5 Hz, 1H), 7.11 (d, J = 8.6 Hz, 1H), 3.99 (s, 3H), 3.91 (s, 3H); mass spectrometry: 195 (s, 3H); mass spectrometry: 196 (s, 3H); mass spectrometry: 196 (s, 3H). 3H); MS: 195.05 (MH)+.
References
[1] Patent: US2007/249607, 2007, A1. Location in patent: Page/Page column 65; 67; 69
[2] Bioorganic and Medicinal Chemistry Letters, 2015, vol. 25, # 2, p. 313 - 316
[3] European Journal of Medicinal Chemistry, 2004, vol. 39, # 7, p. 573 - 578
[4] Patent: WO2014/202580, 2014, A1. Location in patent: Page/Page column 114
[5] Patent: WO2014/202528, 2014, A1. Location in patent: Page/Page column 108; 109
Methyl 5-formyl-2-methoxybenzoate Preparation Products And Raw materials
Raw materials
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View Lastest Price from Methyl 5-formyl-2-methoxybenzoate manufacturers
- Product
- Methyl 5-formyl-2-methoxybenzoate 78515-16-9
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2025-02-23
- Product
- Methyl 5-formyl-2-methoxybenzoate 78515-16-9
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-10
- Product
- Methyl 5-formyl-2-methoxybenzoate 78515-16-9
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-07-08