2445-81-0

Basic information

• Product Name: 8-METHOXYCOUMARIN
• Synonyms: 8-METHOXYCOUMARIN;AKOS 201-02;2H-1-Benzopyran-2-one, 8-methoxy-;8-Methoxy-2H-chromen-2-one;8-Methyl-2H-1-benzopyran-2-one;8-Methylcoumarin
• CAS NO: 2445-81-0
• Molecular Formula: C₁₀H₈O₃
• Molecular Weight: 176.17
• Product Categories: Coumarins
• Mol File: 2445-81-0.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• Solubility: Chloroform; Methanol; DMSO; Dichloromethane
• CAS DataBase Reference: 8-METHOXYCOUMARIN(CAS DataBase Reference)
• NIST Chemistry Reference: 8-METHOXYCOUMARIN(2445-81-0)
• EPA Substance Registry System: 8-METHOXYCOUMARIN(2445-81-0)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• Hazardous Substances Data: 2445-81-0(Hazardous Substances Data)

Usage

Uses

8-Methoxycoumarin is an intermediate used in the synthesis of Bucumolol (B689395), which is?an antihypertensive agent and a β-adrenoceptor blocker.

Upstream product

• 108-24-7 acetic anhydride 
• 148-53-8 3-methoxy-2-hydroxybenzaldehyde 
• 1099-45-2 ethyl (triphenylphosphoranylidene)acetate 
• 42217-00-5 3,3,3-triethoxypropyne 
• 90-05-1 2-methoxy-phenol 
• 21204-67-1 methyl (triphenylphosphoranylidene)acetate 
• 73818-41-4 2-triphenyl(α-carboxymethylene)phosphorane imidazolide 
• 333754-89-5 2-hydroxy-3-methoxycinnamaldehyde 
• 7150-01-8 2-acetoxy-3-methoxybenzaldehyde 
• 16139-79-0 ethyl diphenylphosphonoacetate 

Downstream Products

• 2442-31-1 8-hydroxycoumarin 
• 80515-75-9 8-methoxydihydrocoumarin 
• 3626-94-6 2-hydroxy-3-methoxy-trans-cinnamic acid 
• 57585-53-2 5-Nitro-8-methoxy-cumarin 
• 38489-68-8 2,3-dimethoxy-cis-cinnamic acid 
• 21144-24-1 2-hydroxy-3-methoxydihydrocinnamic acid 
• 38481-04-8 trans-2,3-dihydroxycinnamic acid 

Relevant articles and documents

An efficient carbene-catalyzed access to 3,4-dihydrocoumarins

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Convenient synthesis of a simple coumarin from salicylaldehyde and wittig reagent. IV: Improved synthetic method of substituted coumarins

The reaction of salicylaldehydes (2) with Horner-Wadsworth-Emmons (HWE) or Ando-HWE reagents was attempted to afford intramolecular phosphonate derivatives (6). A new synthetic method for coumarins (1) was achieved by using protected 2.

A Convenient Synthesis of a Simple Coumarin from Salicylaldehyde and Wittig Reagent (I): A Synthesis of Methoxy- and Hydroxycoumarins

Reaction of methoxy- and hydroxysalicylaldehydes (1) with phosphorane in diethylaniline under reflux gave only coumarins (3) in high yields except for 3-methoxysalicylaldehyde (1b).It was clarified that methoxy group(s) at C4 and C6 on 1 facilitated the formation of 3.