3-benzyloxy-cyclobutanecarboxylic acid Chemical Properties

Boiling point:

194 °C(Press: 6 Torr)

Density 

1.19

storage temp. 

Sealed in dry,Room Temperature

form 

solid

pka

4.48±0.40(Predicted)

Appearance

White to off-white Solid

Safety Information

Hazard Codes 

Xi

Risk Statements 

36

Safety Statements 

26

HazardClass 

IRRITANT

HS Code 

2916200090

3-benzyloxy-cyclobutanecarboxylic acid Usage And Synthesis

Uses

3-Benzyloxycyclobutanecarboxylic acid is a useful building block for organic synthesis.

Synthesis

General procedure for the synthesis of 3-benzyloxy-cyclobutanecarboxylic acid from 3-benzyloxycyclobutane-1,1-dicarboxylic acid: 3-(benzyloxy)cyclobutane-1,1-dicarboxylic acid (1.5 g, 5.99 mmol) was dissolved in pyridine (3 mL) and the reaction was heated for 12 h at 120 °C in an oil bath. Upon completion of the reaction, the reaction mixture was cooled to room temperature and the pyridine was evaporated under reduced pressure. Subsequently, toluene (10 mL) was added to the residue and the resulting solution was washed with 1N hydrochloric acid solution (3 times), the organic phase was dried over anhydrous magnesium sulfate, filtered, and then concentrated under reduced pressure to give the brown oily target product 3-benzyloxy-cyclobutanecarboxylic acid (1.17 g, 95% yield).

References

[1] Patent: WO2011/143366, 2011, A1. Location in patent: Page/Page column 44
[2] Helvetica Chimica Acta, 1992, vol. 75, # 2, p. 589 - 603
[3] Collection of Czechoslovak Chemical Communications, 1982, vol. 47, # 9, p. 2440 - 2447
[4] Patent: WO2007/62332, 2007, A2. Location in patent: Page/Page column 17
[5] Patent: WO2007/62333, 2007, A2. Location in patent: Page/Page column 12

3-benzyloxy-cyclobutanecarboxylic acid(4958-02-5)Related Product Information

• 1-AMINO-3-BENZYLOXYCYCLOBUTANE-1-CARBOXYLIC ACID
• ethyl 3-(benzyloxy)cyclobutanecarboxylate
• AURORA KA-784
• 3-BENZYLOXYCYCLOBUTANE-1,1-DICARBOXYLIC ACID DIETHYL ESTER
• 3-benzyloxy-cyclobutanecarboxylic acid