| Identification | Back Directory | [Name]
CIS-3-CARBOMETHOXYCYCLOPENTANE-1-CARBOXYLIC ACID | [CAS]
96382-85-3 | [Synonyms]
-rel-3-(Methoxycarbonyl)
(1R,3S)-rel-3-(Methoxycarbonyl)cyclopen
CIS-3-CARBOMETHOXYCYCLOPENTANE-1-CARBOXYLIC ACID
cis-3-(methoxycarbonyl)cyclopentanecarboxylic acid
cis-3-(methoxycarbonyl)cyclopentane-1-carboxylic acid
cis-1,3-Cyclopentanedicarboxylic acid monomethyl ester
(1R,3S)-rel-3-(Methoxycarbonyl)cyclopentanecarboxylic acid
(1R,3S)-rel-1,3-Cyclopentanedicarboxylic acid 1-methyl ester
rel-(1S,3R)-3-(Methoxycarbonyl)cyclopentane-1-carboxylic acid
1,3-Cyclopentanedicarboxylic acid, 1-methyl ester, (1R,3S)-rel-
rac-(1R,3S)-3-(methoxycarbonyl)cyclopentane-1-carboxylic acid, cis | [Molecular Formula]
C8H12O4 | [MDL Number]
MFCD01311176 | [MOL File]
96382-85-3.mol | [Molecular Weight]
172.18 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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 |
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