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| | cis-3-Carbomethoxycyclopentane-1-carboxylic acid Basic information |
| Product Name: | cis-3-Carbomethoxycyclopentane-1-carboxylic acid | | Synonyms: | (1R,3S)-rel-1,3-Cyclopentanedicarboxylic acid 1-methyl ester;cis-1,3-Cyclopentanedicarboxylic acid monomethyl ester;-rel-3-(Methoxycarbonyl);(1R,3S)-rel-3-(Methoxycarbonyl)cyclopentanecarboxylic acid;rel-(1S,3R)-3-(Methoxycarbonyl)cyclopentane-1-carboxylic acid;cis-3-(methoxycarbonyl)cyclopentane-1-carboxylic acid;rac-(1R,3S)-3-(methoxycarbonyl)cyclopentane-1-carboxylic acid, cis;1,3-Cyclopentanedicarboxylic acid, 1-methyl ester, (1R,3S)-rel- | | CAS: | 96382-85-3 | | MF: | C8H12O4 | | MW: | 172.18 | | EINECS: | | | Product Categories: | | | Mol File: | 96382-85-3.mol |  |
| | cis-3-Carbomethoxycyclopentane-1-carboxylic acid Chemical Properties |
| Boiling point | 286℃ | | density | 1.242 | | Fp | 115℃ | | storage temp. | Storage temp. 2-8°C | | pka | 4.51±0.40(Predicted) | | Appearance | Colorless to light yellow Liquid |
| | cis-3-Carbomethoxycyclopentane-1-carboxylic acid Usage And Synthesis |
| Synthesis | To a methanolic (35 mL) suspension of cis-1,3-cyclopentanedicarboxylic anhydride (3.0 g, 21 mmol) was added sodium methanolate (1.2 g, 21 mmol) in batches at room temperature. After 1 h of reaction, the resulting clarified solution was evaporated, alkalized with 1 M NaOH solution and washed twice with ethyl acetate (EtOAc). Subsequently, the aqueous layer was acidified with 1 N HCl to pH about 2 and extracted with dichloromethane (CH2Cl2, 3 x 25 mL). The organic phases were combined, dried over anhydrous sodium sulfate (Na2SO4) and evaporated to afford cis-3-(methoxycarbonyl)cyclopentanecarboxylic acid (2.7 g, 75%) as a clear oil. The product was characterized by 1H NMR (400 MHz, CDCl3): δ 3.70 (s, 3H), 2.76-2.94 (m, 2H), 2.28 (dt, J = 13.3, 8.0 Hz, 1H), 2.15 (dt, J = 13.3, 9.1 Hz, 1H), 1.89-2.07 (m, 4H). The mass spectrum (APCI+) showed a m/z of 173.2 (C8H12O4, [M+H]+). | | References | [1] Patent: WO2015/166373, 2015, A1. Location in patent: Page/Page column 147; 148 |
| | cis-3-Carbomethoxycyclopentane-1-carboxylic acid Preparation Products And Raw materials |
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