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| | 4-(4-Methoxyphenyl)butyric acid Basic information |
| | 4-(4-Methoxyphenyl)butyric acid Chemical Properties |
| Melting point | 56-59 °C (lit.) | | Boiling point | 196 °C / 10mmHg | | density | 1.116±0.06 g/cm3(Predicted) | | storage temp. | Sealed in dry,Room Temperature | | solubility | Slightly soluble in methanol. Insoluble in chloroform. | | pka | 4.76±0.10(Predicted) | | form | Powder | | color | Cream to slightly yellow | | Water Solubility | 994.9g/L(37 ºC) | | BRN | 2416568 | | InChI | InChI=1S/C11H14O3/c1-14-10-7-5-9(6-8-10)3-2-4-11(12)13/h5-8H,2-4H2,1H3,(H,12,13) | | InChIKey | LZHMNCJMXQKSBY-UHFFFAOYSA-N | | SMILES | C1(CCCC(O)=O)=CC=C(OC)C=C1 | | LogP | 2.33 | | CAS DataBase Reference | 4521-28-2(CAS DataBase Reference) | | NIST Chemistry Reference | 4-(4-Methoxyphenyl)butyric acid(4521-28-2) |
| Safety Statements | 22-24/25 | | WGK Germany | 3 | | HS Code | 29189900 |
| | 4-(4-Methoxyphenyl)butyric acid Usage And Synthesis |
| Chemical Properties | cream to slightly yellow powder | | Uses | 4-(4-Methoxyphenyl)butyric acid on demethylation with pyridinium hydrochloride affords 4-hydroxyphenylbutyric acid, a key starting material for the synthesis of preclinical candidate LY518674. | | Synthesis | Step G: 4-(4-methoxyphenyl)-4-oxobutanoic acid (40 g) was suspended in a solvent mixture of acetic acid (100 ml) and tetrahydrofuran (THF, 100 ml). To this suspension, 10% palladium-carbon catalyst (50% wet weight, 4 g) was added, followed by stirring the reaction mixture under hydrogen atmosphere (0.4 MPa) for 9 hours. Upon completion of the reaction, it was filtered through a diatomaceous earth pad to remove the catalyst. Toluene was added to the filtrate and the solvent was subsequently removed by distillation under reduced pressure to afford 4-(4-methoxyphenyl)butanoic acid in quantitative yield. The product was characterized by 1H-NMR (CDCl3): δ 1.89 (m, 2H), 2.32 (t, J=7.3 Hz, 2H), 2.58 (t, J=7.4 Hz, 2H), 3.73 (s, 3H), 6.78-6.82 (m, 2H), 7.03-7.08 (m, 2H), 10.96 (brs, 1H). | | References | [1] Patent: EP1726587, 2006, A1. Location in patent: Page/Page column 33
[2] Chemistry of Natural Compounds, 2003, vol. 39, # 4, p. 404 - 406
[3] Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1998, vol. 37, # 3, p. 281 - 284
[4] Research on Chemical Intermediates, 2017, vol. 43, # 10, p. 5933 - 5942
[5] Journal of Organic Chemistry, 1990, vol. 55, # 11, p. 3537 - 3543 |
| | 4-(4-Methoxyphenyl)butyric acid Preparation Products And Raw materials |
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