| Identification | More | [Name]
Methyl cyclopentylphenylglycolate | [CAS]
19833-96-6 | [Synonyms]
METHYL CYCLOPENTYLPHENYLGLYCOLATE
Benzeneacetic acid, alpha-cyclopentyl-alpha-hydroxy-, methyl ester
Cyclopentyl(hydroxy)phenylacetic acid, methyl ester
Methyl cyclopentyl(hydroxy)phenylacetate
Alpha-Cyclopentylmandelic Acid Methyl Ester
a-CyclopentylMandelicAcidMethylEster
alpha-Cyclophentylmandelicacidmethylester
ALPHA-CYCLOPENTYL-ALPHA-HYDROXYBENZENEACETICACIDMETHYLESTER
Methyl 2-cyclopentyl-2-hydroxyphenylacetate
METHYL CYCLOPENTYLMANDELATE
NSC 93811
α-Cyclopentyl-α-hydroxy-benzeneacetic Acid Methyl Ester
a-Cyclopentyl-a-hydroxy-benzeneacetic Acid Methyl Ester
Methyl a-Cyclopentylmandelate | [EINECS(EC#)]
243-359-0 | [Molecular Formula]
C14H18O3 | [MDL Number]
MFCD00019295 | [Molecular Weight]
234.29 | [MOL File]
19833-96-6.mol |
| Chemical Properties | Back Directory | [Appearance]
Pale Oil | [Boiling point ]
120-127 °C(Press: 0.25 Torr) | [density ]
1.160±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) | [form ]
Oil | [pka]
12.28±0.29(Predicted) | [color ]
Clear Colorless to Pale Yellow | [Major Application]
pharmaceutical small molecule | [InChI]
InChI=1S/C14H18O3/c1-17-13(15)14(16,12-9-5-6-10-12)11-7-3-2-4-8-11/h2-4,7-8,12,16H,5-6,9-10H2,1H3 | [InChIKey]
FGMUSNHTKNGVQD-UHFFFAOYSA-N | [SMILES]
C(C1C=CC=CC=1)(C1CCCC1)(O)C(=O)OC | [CAS DataBase Reference]
19833-96-6(CAS DataBase Reference) | [NIST Chemistry Reference]
Alpha-cyclopentylmandelic acid, methyl ester(19833-96-6) |
| Hazard Information | Back Directory | [Chemical Properties]
Pale Oil | [Uses]
Methyl α-Cyclopentylmandelate (cas# 19833-96-6) is a compound useful in organic synthesis. | [Synthesis]
2-Cyclopentyl-2-hydroxyphenylacetic acid (4.47 g, 20 mmol) and potassium carbonate (7.01 g, 50 mmol) were dissolved in N,N-dimethylformamide (50 mL). Iodomethane (8.64 g, 60 mmol) was slowly added to the mixture at room temperature. The reaction mixture was stirred continuously for 2 hours at room temperature. Upon completion of the reaction, the mixture was poured into water and extracted three times with hexane. The organic phases were combined, dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography with the eluent being a 1.5:1 solvent mixture of hexane and dichloromethane, resulting in the pure product methyl 2-cyclopentyl-2-hydroxyphenylacetate (3.02 g, 64% yield). The structure of the product was confirmed by 1H NMR (CDCl3, 300 MHz): δ 1.32-1.37, 1.43-1.69 [8H, m, (CH2)4], 2.90 [1H, p, CHC(OH)], 3.74 (1H, s, OH), 3.77 (3H, s, CH3), 7.25-7.37, 7.63-7.65 (5H, m, Ph) ppm. | [References]
[1] Patent: US2007/123557, 2007, A1. Location in patent: Page/Page column 9 |
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