1,1-Cyclobutanedicarboxylic acid, 3-oxo-, 1,1-bis(1-methylethyl) ester

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1,1-Cyclobutanedicarboxylic acid, 3-oxo-, 1,1-bis(1-methylethyl) ester Basic information
Product Name:1,1-Cyclobutanedicarboxylic acid, 3-oxo-, 1,1-bis(1-methylethyl) ester
Synonyms:1,1-bis(propan-2-yl) 3-oxocyclobutane-1,1-dicarboxylate;3-Oxo-cyclobutane-1,1-dicarboxylic acid diisopropyl ester;Diisopropyl 3-oxocyclobutane-1,1-dicaboxylate;1,1-Cyclobutanedicarboxylic acid, 3-oxo-, 1,1-bis(1-methylethyl) ester;dipropan-2-yl 3-oxocyclobutane-1,1-dicarboxylate;3-Oxo-cyclobutane-1,1-dic...;Diisopropyl 3-oxocyclobutane-1,1-dicarboxylate
CAS:893724-10-2
MF:C12H18O5
MW:242.27
EINECS:
Product Categories:
Mol File:893724-10-2.mol
1,1-Cyclobutanedicarboxylic acid, 3-oxo-, 1,1-bis(1-methylethyl) ester Structure
1,1-Cyclobutanedicarboxylic acid, 3-oxo-, 1,1-bis(1-methylethyl) ester Chemical Properties
Boiling point 293.2±40.0 °C(Predicted)
density 1.165±0.06 g/cm3(Predicted)
storage temp. 2-8°C
Safety Information
HS Code 2918999090
MSDS Information
1,1-Cyclobutanedicarboxylic acid, 3-oxo-, 1,1-bis(1-methylethyl) ester Usage And Synthesis
Synthesis
Diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate

115118-68-8

1,1-Cyclobutanedicarboxylic acid, 3-oxo-, 1,1-bis(1-methylethyl) ester

893724-10-2

General procedure for the synthesis of diisopropyl 3-oxocyclobutane-1,1-dicarboxylate from diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate: in a round-bottomed flask containing a solution of 3,3-dimethoxycyclobutane-1,1-dicarboxylic acid diisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate (1.5 g, 5.20 mmol) in dichloromethane (20 mL), trifluoroacetic acid (2 mL, 26.0 mmol). The reaction mixture was stirred at room temperature for 2.5 hours. After the reaction was completed, the reaction mixture was diluted with ethyl acetate. The organic phase was washed sequentially with water, saturated sodium bicarbonate solution and brine. The organic phase was dried with anhydrous sodium sulfate, filtered and concentrated to give diisopropyl 3-oxocyclobutane-1,1-dicarboxylate (1.2 g). The product was characterized by 1H NMR (400 MHz, CDCl3): δ 5.13 (dt, J = 12.5, 6.3 Hz, 2H), 3.64-3.53 (m, 4H), 1.32-1.24 (m, 12H).

References[1] Synlett, 2009, # 11, p. 1827 - 1829
[2] Synlett, 2014, vol. 25, # 3, p. 355 - 358
[3] RSC Advances, 2016, vol. 6, # 27, p. 22737 - 22748
[4] Patent: US2009/233903, 2009, A1. Location in patent: Page/Page column 52
[5] Patent: WO2015/5901, 2015, A1. Location in patent: Page/Page column 702
1,1-Cyclobutanedicarboxylic acid, 3-oxo-, 1,1-bis(1-methylethyl) ester Preparation Products And Raw materials
Raw materialsDiisopropyl 3,3-dimethoxycyclobutane-1,1-dicarboxylate-->Dichloromethane-->Trifluoroacetic acid
Preparation Products6,6-Difluoro-spiro[3.3]heptane-2-carboxylic acid
Tag:1,1-Cyclobutanedicarboxylic acid, 3-oxo-, 1,1-bis(1-methylethyl) ester(893724-10-2) Related Product Information
Diisopropyl 3-hydroxycyclobutane-1,1-dicarboxylate T-butyl-3-oxocyclobutanecarboxylate isopropyl3-oxocyclobutane-1-carboxylate Methyl 3-oxo-1-Methyl-cyclobutanecarboxylate 3-oxocyclobutane-1,1-dicarboxylic acid 1,1-DiMethyl 3-oxocyclobutane-1,1-dicarboxylate