| Identification | Back Directory | [Name]
DIETHYL 3-HYDROXYCYCLOBUTANE-1,1-DICARBOXYLATE | [CAS]
99974-66-0 | [Synonyms]
DIETHYL 3-HYDROXYCYCLOBUTANE-1,1-DICARBOXYLATE
1,1-Cyclobutanedicarboxylic acid, 3-hydroxy-, 1,1-diethyl ester | [Molecular Formula]
C10H16O5 | [MDL Number]
MFCD11878435 | [MOL File]
99974-66-0.mol | [Molecular Weight]
216.23 |
| Chemical Properties | Back Directory | [Boiling point ]
120-122 °C(Press: 3 Torr) | [density ]
1.1108 g/cm3(Temp: 25 °C) | [storage temp. ]
2-8°C | [pka]
14.23±0.40(Predicted) | [Appearance]
Colorless to off-white Liquid |
| Hazard Information | Back Directory | [Synthesis]
The general procedure for the synthesis of 3-hydroxy-1,1-cyclobutanedicarboxylic acid-1,1-diethyl ester from 3-(benzyloxy)cyclobutane-1,1-dicarboxylic acid is as follows: 3-(benzyloxy)cyclobutane-1,1-dicarboxylic acid-diethyl ester (2 g) was dissolved in ethanol (EtOH, 100 ml), and 10% palladium/carbon (Pd/C, 400 mg, 20% equiv) was added. The reaction suspension was subjected to hydrogenation at room temperature overnight. Upon completion of the reaction, the solvent was removed by evaporation under reduced pressure to afford the product 3-hydroxy-1,1-cyclobutanedicarboxylic acid-1,1-diethyl ester (1.3 g, 91.5% yield). The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3) with the following chemical shifts: δ 2.44-2.49 (m, 2H), 2.85-2.90 (m, 2H), 4.35-4.37 (m, 1H), 4.21 (q, J=7.2 Hz, 4H), 1.26 (t, J=10.8 Hz, 6H). | [References]
[1] Research on Chemical Intermediates, 2015, vol. 41, # 11, p. 8725 - 8733
[2] Synthesis (Germany), 2012, vol. 44, # 13, p. 2091 - 2101
[3] Patent: WO2009/8913, 2009, A2. Location in patent: Page/Page column 60
[4] Bioorganic and Medicinal Chemistry Letters, 2010, vol. 20, # 7, p. 2151 - 2155
[5] Patent: WO2010/70615, 2010, A1. Location in patent: Page/Page column 28; 29 |
|
| Company Name: |
Suzhou giant chemical CO., Ltd.
|
| Tel: |
+86-512-82870298 15295544306 15295544306 |
| Website: |
www.chemicalbook.com/ShowSupplierProductsList15628/0_EN.htm |
|