| Identification | More | [Name]
4-(4-Methoxyphenyl)butyric acid | [CAS]
4521-28-2 | [Synonyms]
4-(4-METHOXYPHENYL)BUTANOIC ACID
4-(4-METHOXYPHENYL)BUTYRIC ACID
4-(p-methoxyphenyl)butyricacid
4-methoxyphenylbutyricacid
Benzenebutanoic acid, 4-methoxy-
butanoicacid,4-(4-methoxyphenyl)-
4-(4-Methoxyphenyl)butanoic acid 98%
4-(4-METHOXYPHENYL)-1-BUTYRIC ACID
4-Methoxybenzenebutanoic acid
4-Methoxybenzenebutyric acid | [EINECS(EC#)]
224-849-3 | [Molecular Formula]
C11H14O3 | [MDL Number]
MFCD00004404 | [Molecular Weight]
194.23 | [MOL File]
4521-28-2.mol |
| Chemical Properties | Back Directory | [Appearance]
cream to slightly yellow powder | [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. | [form ]
Powder | [pka]
4.76±0.10(Predicted) | [color ]
Cream to slightly yellow | [Water Solubility ]
994.9g/L(37 ºC) | [Detection Methods]
HPLC | [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) | [Storage Precautions]
Store under inert gas |
| Safety Data | Back Directory | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [HS Code ]
29189900 |
| Hazard Information | Back Directory | [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. | [General Description]
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 |
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