| Identification | Back Directory | [Name]
(R)-2-Phenyl-3-methylbutanoic acid | [CAS]
13491-13-9 | [Synonyms]
(R)-2-Phenyl-3-methylbutanoic acid
(R)-3-Methyl-2-phenylbutanoic acid
[R,(-)]-3-Methyl-2-phenylbutyric acid
Benzeneacetic acid, α-(1-methylethyl)-, (αR)-
(alphaR)-alpha-(1-Methylethyl)benzeneacetic acid
Benzeneacetic acid, .alpha.-(1-methylethyl)-, (.alpha.R)- | [Molecular Formula]
C11H14O2 | [MDL Number]
MFCD11505969 | [MOL File]
13491-13-9.mol | [Molecular Weight]
178.23 |
| Hazard Information | Back Directory | [Synthesis]
General procedure for the synthesis of (R)-3-methyl-2-phenylbutyric acid from 3-methyl-2-phenylbutyric acid: 2-isopropylphenylacetic acid (8.91 g), (+)-α-phenylethylamine (6.45 mL), and 63% aqueous ethanol (193 mL) were mixed, and the reaction was slowed and cooled by reflux. The resulting salt was purified by three recrystallizations from 63% aqueous ethanol solution. Subsequently, the salt was treated with 10% sulfuric acid at 0 °C, the reaction mixture was extracted with ethyl acetate, and the organic phase was dried and concentrated to give 3.52 g of (R)-(-)-2-isopropylphenylacetic acid in 39% yield, [α]25D -58.6° (CHCl3, c = 0.02). | [References]
[1] European Journal of Medicinal Chemistry, 2017, vol. 140, p. 42 - 51
[2] Chemical Communications, 2006, # 34, p. 3600 - 3602 |
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