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3-[4-(Benzyloxy)phenyl]acrylic acid

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3-[4-(Benzyloxy)phenyl]acrylic acid manufacturers

3-[4-(Benzyloxy)phenyl]acrylic acid Basic information
Product Name:3-[4-(Benzyloxy)phenyl]acrylic acid
Synonyms:(E)-4-BENZYLOXYCINNAMIC ACID;(E)-3-[4-(BENZYLOXY)PHENYL]-2-PROPENOIC ACID;RARECHEM BK HW 0174;(2E)-3-(4-(benzyloxy)phenyl)prop-2-enoic acid;3-[4-(Benzyloxy)phenyl]acrylic acid, 3-[4-(Benzyloxy)phenyl]prop-2-enoic acid;4-BENZYLOXYCINNAMIC ACID;2-Propenoic acid, 3-[4-(phenylmethoxy)phenyl]-;3-[4-(Benzyloxy)Phenyl]AcrylicAci
CAS:6272-45-3
MF:C16H14O3
MW:254.28
EINECS:
Product Categories:Aromatic Cinnamic Acids, Esters and Derivatives
Mol File:6272-45-3.mol
3-[4-(Benzyloxy)phenyl]acrylic acid Structure
3-[4-(Benzyloxy)phenyl]acrylic acid Chemical Properties
Melting point 206-208°C
Boiling point 448.9±25.0 °C(Predicted)
density 1.212
pka4.59±0.10(Predicted)
Safety Information
HazardClass IRRITANT
HS Code 2916399090
MSDS Information
3-[4-(Benzyloxy)phenyl]acrylic acid Usage And Synthesis
Synthesis
4-Hydroxycinnamic acid

7400-08-0

Benzyl bromide

100-39-0

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

6272-45-3

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 Preparation Products And Raw materials
Raw materials4-Hydroxycinnamic acid-->Ethyl 3-[4-(benzyloxy)phenyl]acrylate-->Benzyl bromide-->Sodium hydroxide-->Water-->Ethanol
Tag:3-[4-(Benzyloxy)phenyl]acrylic acid(6272-45-3) Related Product Information
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