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| | 4-Chlorobenzoylformic acid Basic information | | Uses |
| Product Name: | 4-Chlorobenzoylformic acid | | Synonyms: | 4-chloro-alpha-oxo-benzeneacetic acid;Benzeneacetic acid, 4-chloro-α-oxo-;(4-chlorophenyl)(oxo)acetic acid;2-(4-chlorophenyl)-2-oxoacetic acid | | CAS: | 7099-88-9 | | MF: | C8H5ClO3 | | MW: | 184.58 | | EINECS: | | | Product Categories: | | | Mol File: | 7099-88-9.mol |  |
| | 4-Chlorobenzoylformic acid Chemical Properties |
| Melting point | 94.5-95 °C | | Boiling point | 129-132 °C(Press: 0.5 Torr) | | density | 1.447±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | pka | 2.03±0.54(Predicted) | | Appearance | White to off-white Solid |
| | 4-Chlorobenzoylformic acid Usage And Synthesis |
| Uses | (4-Chlorophenyl)glyoxylic acid is a pharmaceutical intermediate that can be prepared in two steps from chlorobenzene and ethyl 2-chloro-2-oxoacetate. It can be used to prepare a compound that can be used to treat conditions associated with KIT and PDGFR. | | Synthesis | Step 2: Synthesis of 2-(4-chlorophenyl)-2-oxoacetic acid
Ethyl 2-(4-chlorophenyl)-2-oxoacetate (4.0 g, 18.9 mmol) was reacted with lithium hydroxide (1.98 g, 47.1 mmol) in a solvent mixture of THF:MeOH:H2O (76 mL, v/v 10:6:3) with stirring for 3 h at 25 °C. The reaction was carried out at 25 °C for 2 h. The reaction was carried out at 25 °C for 3 h. The reaction was completed with the use of concentrated hydrochloric acid. Upon completion of the reaction, the mixture was neutralized to pH 2-3 with concentrated hydrochloric acid. the resulting white precipitate was collected by filtration, washed three times with water and dried under vacuum to afford (4-chlorophenyl)glyoxalic acid (3.0 g, 86% yield) as a white solid. Mass spectrometry (electrospray positive ion mode) analysis showed that the theoretical mass-to-charge ratio of C8H5ClO3 was 184,186; the measured value was 185,187 [M + H]+. | | References | [1] Organic Letters, 2014, vol. 16, # 13, p. 3528 - 3531
[2] Patent: US2017/22206, 2017, A1. Location in patent: Paragraph 0176; 0177; 0178
[3] Journal of the American Chemical Society, 1995, vol. 117, # 14, p. 3999 - 4013
[4] Patent: EP1486483, 2004, A1. Location in patent: Page 32
[5] Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2013, vol. 52, # 6, p. 818 - 823 |
| | 4-Chlorobenzoylformic acid Preparation Products And Raw materials |
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