72224-26-1

Basic information

• Product Name: Benzeneacetic acid, 4-(2-propenyloxy)-, methyl ester
• CAS NO: 72224-26-1
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• Mol File: 72224-26-1.mol

Chemical Properties

• CAS DataBase Reference: Benzeneacetic acid, 4-(2-propenyloxy)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneacetic acid, 4-(2-propenyloxy)-, methyl ester(72224-26-1)
• EPA Substance Registry System: Benzeneacetic acid, 4-(2-propenyloxy)-, methyl ester(72224-26-1)

Safety Data

• Hazardous Substances Data: 72224-26-1(Hazardous Substances Data)

Upstream product

• 14199-15-6 Methyl 4-hydroxyphenylacetate 
• 106-95-6 allyl bromide 
• 781654-24-8 (4-hydroxyphenyl)thioacetomorpholide 
• 99-93-4 4-Hydroxyacetophenone 
• 156-38-7 4-hydroxyphenylacetate 

Downstream Products

• 116662-70-5 (S)-1-[4-(methoxycarbonylmethyl)-phenoxy]-2,3-epoxypropane 
• 129503-81-7 methyl 4-hydroxy-3-allylphenylacetate 
• 14199-15-6 Methyl 4-hydroxyphenylacetate 
• 797041-00-0 Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-[2-(4-allyloxy-phenyl)-ethoxy]-tetrahydro-pyran-4-yl ester 
• 190122-97-5 [1-(4-allyloxyphenyl)]ethyl β-D-glucopyranoside 
• 145613-78-1 2-(4-hydroxyphenyl)ethyl 6-O-(E)-p-coumaroyl β-D-glucopyranoside 
• 98704-58-6 2-(4-(allyloxy)phenyl)ethanol 
• 93379-54-5 (S)-Atenolol 
• 116586-82-4 (S)-1-[4-(methoxycarbonylmethyl)-phenoxy]-3-(isopropylamino)propan-2-ol 

Relevant articles and documents

Functionalized Allyl Aryl Ether Synthesis from Benzoic Acids Using a Dearomatization and Decarboxylative Allylation Approach

A strategy toward the preparation of substituted allyl aryl ethers from benzoic acids via a dearomatization and decarboxylative allylation (DcA) reaction is presented. The benzoic acids undergo a dearomatization to give alkylated 2,5-cyclohexadienyl ketoesters which are subjected to a palladium-catalyzed DcA reaction, providing a variety of functionalized allyl aryl ethers. In addition, the combination of a resonance stabilized DcA reaction with a Claisen rearrangement for the synthesis of multisubstituted phenols and applying to dihydroplicatin B derivative synthesis is also presented.

Macrolide Synthesis through Intramolecular Oxidative Cross-Coupling of Alkenes

A RhIII-catalyzed intramolecular oxidative cross-coupling between double bonds for the synthesis of macrolides is described. Under the optimized reaction conditions, macrocycles containing a diene moiety can be formed in reasonable yields and with excellent chemo- and stereoselectivity. This method provides an efficient approach to synthesize macrocyclic compounds containing a 1,3-conjugated diene structure.

Short synthesis of phenylpropanoid glycosides calceolarioside-B and eutigoside-A

A convenient 4-step synthesis of calceolarioside-B 1 and eutigoside-A 2 in high overall yield is described. The key step involved the regioselective, Me2SnCl2-catalyzed O-6 acylation of unprotected 2-phenylethyl-β-D-glucosides 5a–b with cinnamoyl chlorides 6a–b in excellent yields. Acylation at O-6 is selective with the acid chlorides used. This work serves as a model for the convenient synthesis of phenylpropanoid glycosides acylated at O-6.

An efficient asymmetric synthesis of (S)-atenolol: Using hydrolytic kinetic resolution

Enantiomerically pure (S)-atenolol was prepared by using (R,R) salen Co(III) complex for the resolution of terminal epoxide. This process was carried out at room temperature in excellent enantio selectivity. The method can be applied for large-scale preparation of (S)-atenolol without any problem.