3-[4-(BENZYLOXY)PHENYL]ACRYLIC ACID Chemical Properties

Melting point:

206-208°C

Boiling point:

448.9±25.0 °C(Predicted)

Density 

1.212

pka

4.59±0.10(Predicted)

Safety Information

HazardClass 

IRRITANT

HS Code 

2916399090

3-[4-(BENZYLOXY)PHENYL]ACRYLIC ACID Usage And Synthesis

Synthesis

GENERAL STEPS: To 4-hydroxycinnamic acid (7 g, 42.6 mmol) was added anhydrous ethanol (40 mL) and stirred until completely dissolved to form a clarified solution. Subsequently, benzyl bromide (15 g, 10.6 mL, 87.7 mmol) and aqueous sodium hydroxide (8.5 g, 212 mmol, dissolved in 40 mL of distilled water) were added sequentially and stirred for 5 minutes to ensure homogeneous mixing. The reaction mixture was placed in a reflux unit and refluxed continuously for 36 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming the complete conversion of 4-hydroxycinnamic acid, the reaction mixture was cooled in an ice bath. Subsequently, the cooled ethanol reaction mixture was slowly poured into a 1-liter beaker containing crushed ice and carefully acidified with 5N hydrochloric acid to the proper pH to induce precipitation of solid compounds. The precipitate was collected by filtration, washed with plenty of water to remove impurities and finally dried to give the white solid product (E)-3-(4-(benzyloxy)phenyl)acrylic acid (10.3 g, 95% yield).

References

[1] Tetrahedron Letters, 2016, vol. 57, # 30, p. 3371 - 3375

3-[4-(BENZYLOXY)PHENYL]ACRYLIC ACID(6272-45-3)Related Product Information

• 4-BENZYLOXY-3-METHOXYCINNAMIC ACID
• 3-[4-(BENZYLOXY)PHENYL]ACRYLIC ACID
• 4-BENZYLOXY-ALPHA-CYANOCINNAMIC ACID
• ETHYL 3-[4-(BENZYLOXY)PHENYL]ACRYLATE
• 3,4-DIBENZYLOXYCINNAMIC ACID
• 4-(3,4-DICHLOROBENZYLOXY)CINNAMIC ACID
• 3-(4-(4-FLUOROBENZYLOXY)PHENYL)ACRYLIC ACID
• 3-[4-(BENZYLOXY)-5-METHOXY-2-NITROPHENYL]ACRYLIC ACID
• AURORA 11192
• 2-PROPENOIC ACID, 3-[4-(PHENYLMETHOXY)PHENYL]-, METHYL ESTER
• ETHYL 3-(4-((4'-NITROBENZYLOXY)PHENYL)PROP-2-ENOATE-2-NITRILE
• (4Z)-4-{4-[(4-FLUOROBENZYL)OXY]BENZYLIDENE}-2-(4-FLUOROPHENYL)-1,3-OXAZOL-5(4H)-ONE
• 5-([4-(BENZYLOXY)PHENYL]METHYLENE)-2,2-DIMETHYL-1,3-DIOXANE-4,6-DIONE
• BUTTPARK 139\40-45
• 3-(4-[(4-NITROBENZYL)OXY]PHENYL)ACRYLIC ACID
• (4Z)-4-[4-(BENZYLOXY)-3-METHOXYBENZYLIDENE]-2-(4-FLUOROPHENYL)-1,3-OXAZOL-5(4H)-ONE
• 4-(3-METHOXY-3-OXO-1-PROPENYL)PHENYL 4-CHLOROBENZENECARBOXYLATE
• RARECHEM AL BK 1103