4-Hydroxyphenyloxoacetic acid methyl ester
- Product Name
- 4-Hydroxyphenyloxoacetic acid methyl ester
- CAS No.
- 38250-16-7
- Chemical Name
- 4-Hydroxyphenyloxoacetic acid methyl ester
- Synonyms
- Methyl 4-hydroxy-α-oxobenzeneacetate;Methyl 2-(4-hydroxyphenyl)-2-oxoacetate;4-Hydroxyphenyloxoacetic acid methyl ester;4-Hydroxy-α-oxobenzeneacetic acid methyl ester;Benzeneacetic acid, 4-hydroxy-α-oxo-, methyl ester
- CBNumber
- CB72236664
- Molecular Formula
- C9H8O4
- Formula Weight
- 180.16
- MOL File
- 38250-16-7.mol
4-Hydroxyphenyloxoacetic acid methyl ester Property
- storage temp.
- Inert atmosphere,Room Temperature
- Appearance
- White to off-white Solid
- EPA Substance Registry System
- Benzeneacetic acid, 4-hydroxy-.alpha.-oxo-, methyl ester (38250-16-7)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
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
- 5907AQ
- Product name
- methyl2-(4-hydroxyphenyl)-2-oxoacetate
- Packaging
- 1g
- Price
- $190.4
- Updated
- 2021/12/16
- Product number
- AS01306
- Product name
- Methyl2-(4-hydroxyphenyl)-2-oxoacetate
- Purity
- 97%
- Packaging
- 0.5g
- Price
- $220
- Updated
- 2021/12/16
- Product number
- AS01306
- Product name
- Methyl2-(4-hydroxyphenyl)-2-oxoacetate
- Purity
- 97%
- Packaging
- 1g
- Price
- $330
- Updated
- 2021/12/16
- Product number
- CD12076887
- Product name
- Methyl2-(4-hydroxyphenyl)-2-oxoacetate
- Purity
- 95+%
- Packaging
- 5g
- Price
- $339
- Updated
- 2021/12/16
- Product number
- 38250167
- Product name
- Methyl2-(4-hydroxyphenyl)-2-oxoacetate
- Packaging
- 1g
- Price
- $488.22
- Updated
- 2021/12/16
4-Hydroxyphenyloxoacetic acid methyl ester Chemical Properties,Usage,Production
Synthesis
37763-23-8
38250-16-7
Step 1: (R)-2-Amino-2-(4-hydroxyphenyl)acetic acid (D-4-hydroxyphenylglycine, 10.0 g, 60.1 mmol) was dissolved in methanol (200 mL) and thionyl chloride (8 mL) was added slowly and dropwise. The reaction mixture was stirred at room temperature for 10 hours. After completion of the reaction, the solvent was removed by vacuum concentration and the residue was washed twice with ether to afford methyl (R)-2-amino-2-(4-hydroxyphenyl)acetate (D-4-hydroxyphenylglycine methyl ester, 13.0 g, 60.0 mmol, 100% yield) as a white solid.1H NMR (300 MHz, DMSO-d6) δ 3.68 (s, 3H) 5.07 (s, 1H), 6.85 (d, J=8.5Hz, 2H), 7.29 (d, J=8.6Hz, 2H), 9.03 (s, 3H), 10.02 (s, 1H). Step 2: Methyl (R)-2-amino-2-(4-hydroxyphenyl)acetate (D-4-hydroxyphenylglycine methyl ester, 0.302 g, 1.39 mmol) was dissolved in freshly prepared glyoxalic acid (1.27 g, 13.8 mmol) and copper(II) sulfate pentahydrate (0.35 g, 1.40 mmol) in 2.5 M pyridine buffer and 0.5 M acetic acid in an aqueous solution. The reaction mixture was stirred at room temperature for 10 hours. Upon completion of the reaction, it was extracted with dichloromethane (10 mL x 3), the organic layers were combined, washed with 0.5 M HCl (20 mL x 3), dried, filtered and concentrated in vacuum. The residue was purified by flash column (silica gel, chloroform elution) to afford methyl 2-(4-hydroxyphenyl)-2-oxoacetate (0.109 g, 6.06 mmol, 44% yield) as a clear oil.1H NMR (300 MHz, CDCl3) δ 3.99 (s, 3H), 5.41 (br s, 1H), 6.95 (d, J=8.8 Hz, 2H), 8.00 (d, J=8.8Hz, 2H).
References
[1] Journal of Medicinal Chemistry, 2002, vol. 45, # 18, p. 3946 - 3952
[2] Patent: WO2013/33093, 2013, A1. Location in patent: Page/Page column 137; 138
4-Hydroxyphenyloxoacetic acid methyl ester Preparation Products And Raw materials
Raw materials
Preparation Products
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