85614-43-3

Basic information

• Product Name: Methyl 5-allyl-3-methoxysalicylate
• Synonyms: METHYL 5-ALLYL-2-HYDROXY-3-METHOXYBENZOATE;METHYL 5-ALLYL-3-METHOXYSALICYLATE;5-Allyl-2-hydroxy-3-methoxybenzoic Acid Methyl Ester;5-allyl-2-hydroxy-3-methoxybenzoic acid methyl ester (intermediate of alibendol);2-Hydroxy-3-methoxy-5-(2-propenyl)benzoic acid methyl ester;Methyl 5-allyl-3-met;5-Allyl-3-methoxysalicylic Acid Methyl Ester Methyl 5-Allyl-2-hydroxy-3-methoxybenzoate 5-Allyl-2-hydroxy-3-methoxybenzoic Acid Methyl Ester;Benzoic acid,2-hydroxy-3-Methoxy-5-(2-propen-1-yl)-, Methyl ester
• CAS NO: 85614-43-3
• Molecular Formula: C₁₂H₁₄O₄
• Molecular Weight: 222.24
• EINECS: 287-929-7
• Product Categories: Aromatic Esters;Organic acids;(intermediate of alibendol);C12 to C63;Carbonyl Compounds;Esters;Building Blocks;C12 to C63;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks
• Mol File: 85614-43-3.mol
• Article Data: 2

Chemical Properties

• Melting Point: 54-58 °C(lit.)
• Boiling Point: 174°C/12mmHg(lit.)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.144 g/cm³
• Vapor Pressure: 0.000133mmHg at 25°C
• Refractive Index: 1.535
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: soluble in Toluene
• PKA: 10.10±0.23(Predicted)
• CAS DataBase Reference: Methyl 5-allyl-3-methoxysalicylate(CAS DataBase Reference)
• NIST Chemistry Reference: Methyl 5-allyl-3-methoxysalicylate(85614-43-3)
• EPA Substance Registry System: Methyl 5-allyl-3-methoxysalicylate(85614-43-3)

Safety Data

• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 85614-43-3(Hazardous Substances Data)

Usage

Chemical Properties

White to pale yellow powder

Uses

Methyl 5-Allyl-3-methoxysalicylate is a reactant in the synthesis of Fallypride (F101115), enterobactin scaffolds and allylic amines.

InChI:InChI=1/C12H14O4/c1-4-5-8-6-9(12(14)16-3)11(13)10(7-8)15-2/h4,6-7,13H,1,5H2,2-3H3

Upstream product

• 148-53-8 3-methoxy-2-hydroxybenzaldehyde 
• 96619-89-5 3-methoxy-2-(2-propenyloxy)benzoic acid, methyl ester 
• 6342-70-7 3-methoxymethylsalicylate 
• 877-22-5 3-methoxysalicylic acid 

Downstream Products

• 669089-83-2 3-methoxy-2-[(2-methoxyethoxy)methoxy]-5-(2-propenyl)benzoic acid methyl ester 
• 133129-71-2 2,3-dimethoxy-5-propylbenzoic acid 
• 133129-70-1 2,3-dimethoxy-5-propylbenzoic acid, methyl ester 
• 133129-45-0 (S)-2,3-dimethoxy-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-propylbenzamide 
• 133129-50-7 2,3-dimethoxy-5-(fluoropropyl)benzoic acid, methyl ester 
• 133129-40-5 (S)-2,3-dimethoxy-N-[(1-ethyl-2-pyrrolidinyl)methyl]-5-(2-fluoroethyl)benzamide 
• 133129-41-6 N-((R)-1-Ethyl-pyrrolidin-2-ylmethyl)-5-(2-fluoro-ethyl)-2,3-dimethoxy-benzamide 
• 26750-81-2 alibendol 
• 1407510-65-9 methyl 5-allyl-2,3-dihydroxybenzoate 
• 1176891-06-7 methyl (E)-2-hydroxy-3-methoxy-5-(3-((N-(methoxycarbonyl)-4 methylphenyl)sulfonamido)prop-1-en-1-yl)benzoate 
• 97-53-0 4-allylguaiacol 
• 22039-54-9 2-acetoxy-3-methoxy-5-propenyl-benzoic acid 
• 27203-73-2 5-formyl-2,3-dimethoxybenzoic acid 
• 5317-51-1 2,3-dimethoxy-5-propenyl-benzoic acid 

Relevant articles and documents

Choleretic drug alibendol preparation method

The invention belongs to the field of drug synthesis, and provides an alibendol preparation method, which comprises: selecting 2-hydroxy-3-methoxybenzaldehyde as a raw material, selecting an efficientoxidative esterification catalyst, carrying out one-step oxidative esterification to obtain methyl 2-hydroxy-3-methoxybenzoate, carrying out a reaction on the methyl 2-hydroxy-3-methoxybenzoate and allyl bromide under the action of an alkali to generate methyl 2-allyloxy-3-methoxybenzoate, carrying out a para Claisen rearrangement reaction on the methyl 2-allyloxy-3-methoxybenzoate at a high temperature to obtain methyl 2-hydroxy-3-methoxy-5-allylbenzoate, and carrying out an aminolysis reaction in ethanolamine to generate alibendol. Compared with the traditional synthetic process, the new process of the present invention has characteristics of simple synthesis steps, convenient post-treatment and good product quality, and is suitable for industrial production.