Methyl 6-bromo-7-methoxy-1,3-benzodioxole-5-carboxylate

Base Information

• Chemical Name: Methyl 6-bromo-7-methoxy-1,3-benzodioxole-5-carboxylate
• CAS No.: 81474-47-7
• Molecular Formula: C10H9BrO5
• Molecular Weight: 289.07900
• DSSTox Substance ID: DTXSID90460634
• Nikkaji Number: J2.141.158B
• Wikidata: Q82284758
• Mol file: 81474-47-7.mol

Synonyms:81474-47-7;methyl 6-bromo-7-methoxy-1,3-benzodioxole-5-carboxylate;Methyl 6-bromo-7-methoxybenzo[d][1,3]dioxole-5-carboxylate;6-BROMO-7-METHOXY-BENZO[1,3]DIOXOLE-5-CARBOXYLIC ACID METHYL ESTER;SCHEMBL9514640;DTXSID90460634;A840138;Methyl6-bromo-7-methoxybenzo[d][1,3]dioxole-5-carboxylate;METHYL 6-BROMO-7-METHOXY-2H-1,3-BENZODIOXOLE-5-CARBOXYLATE

Chemical Property of Methyl 6-bromo-7-methoxy-1,3-benzodioxole-5-carboxylate

Chemical Property:

• PSA: 53.99000
• LogP: 1.97300
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 287.96334
• Heavy Atom Count: 16
• Complexity: 272

Purity/Quality:

97% ^*data from raw suppliers

6-BROMO-7-METHOXY-BENZO[1,3]DIOXOLE-5-CARBOXYLIC ACID METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C(=CC2=C1OCO2)C(=O)OC)Br

Technology Process of Methyl 6-bromo-7-methoxy-1,3-benzodioxole-5-carboxylate

There total 22 articles about Methyl 6-bromo-7-methoxy-1,3-benzodioxole-5-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

methyl 2-bromo-3-hydroxy-4,5-methylenedioxybenzoate (848772-89-4) + methyl iodide (74-88-4) → methyl-6-bromo-7-methoxybenzo [d] [1, 3] dioxole-5-carboxylate (81474-47-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 70 ℃; for 12h;

DOI:10.1016/j.tet.2004.11.083

Reference yield: 90.0%

methyl 2-bromo-3-hydroxy-4,5-methylenedioxybenzoate (848772-89-4) + dimethyl sulfate (77-78-1) → methyl-6-bromo-7-methoxybenzo [d] [1, 3] dioxole-5-carboxylate (81474-47-7)

Guidance literature:

With potassium carbonate; In acetone; for 4h; Reflux;

DOI:10.1016/j.bmcl.2010.01.166

Reference yield: 85.0%

methyl 2-bromo-3-methoxy-4,5-dihydroxybenzoate (848772-95-2) + diiodomethane (75-11-6) → methyl-6-bromo-7-methoxybenzo [d] [1, 3] dioxole-5-carboxylate (81474-47-7)

Guidance literature:

With potassium fluoride; In N,N-dimethyl-formamide; at 110 ℃;

DOI:10.1016/j.tet.2004.11.083

upstream raw materials:

methyl 6-amino-7-methoxy-1,3-benzodioxole-5-carboxylate

methyl 2-bromo-3-methoxy-4,5-dihydroxybenzoate

diiodomethane

methyl 2-bromo-3-hydroxy-4,5-methylenedioxybenzoate

Downstream raw materials:

7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxole-5-carboxylic acid methyl ester

7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxole-5-carboxaldehyde

[7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxol-5-yl]methanol

5-[7-methoxy-6-(3,4,5-trimethoxyphenyl)-benzo[1,3]dioxol-5-yl]-4-methyl-5H-furan-2-one

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