3,3-DIMETHYLCYCLOBUTANECARBOXYLIC ACID Chemical Properties

Boiling point:

206℃

Density 

1.053

Flash point:

96℃

storage temp. 

Sealed in dry,Room Temperature

pka

4.82±0.40(Predicted)

form 

liquid

color 

Colourless

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

HS Code 

2916200090

3,3-DIMETHYLCYCLOBUTANECARBOXYLIC ACID Usage And Synthesis

Synthesis

The general procedure for the synthesis of 3,3-dimethylcyclobutanecarboxylic acid from the compound (CAS:231303-93-8) was as follows: intermediate 285C (250 mg, 1.452 mmol) was dissolved in pyridine (5 mL) and the reaction was stirred for 16 h at 120 °C. After completion of the reaction, the reaction mixture was cooled to room temperature and the reaction was quenched with 1.5 N HCl aqueous solution. Subsequently, extraction was carried out with ether (2 x 50 mL) at 0 °C. The organic layers were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford intermediate 285D as a viscous liquid (170 mg, 91% yield).1H NMR (400 MHz, DMSO-d6) δ ppm: 2.90-3.02 (m, 1H), 1.84-1.95 (m, 4H), 1.07-1.14 (m, 3H) , 0.99-1.07 (m, 3H).

References

[1] Patent: US9273058, 2016, B2. Location in patent: Page/Page column 329; 330; 331
[2] Tetrahedron, 1999, vol. 55, # 19, p. 6119 - 6128
[3] Tetrahedron Letters, 1990, vol. 31, # 21, p. 2975 - 2978
[4] Patent: WO2015/129926, 2015, A1. Location in patent: Page/Page column 101

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