4-Bromo-7-methoxy-benzo[1,3]dioxole-5-carboxylic acid methyl ester

Base Information

• Chemical Name: 4-Bromo-7-methoxy-benzo[1,3]dioxole-5-carboxylic acid methyl ester
• CAS No.: 81474-46-6
• Molecular Formula: C10H9BrO5
• Molecular Weight: 289.082
• Hs Code.: 2932999099
• Mol file: 81474-46-6.mol

Synonyms:4-Bromo-7-methoxy-1,3-benzodioxole-5-carboxylicacidmethylester;Methyl 4-bromo-7-methoxy-benzo[1,3]dioxole-5-carboxylate ; Methyl 2-bromo-3,4-methylenedioxy-5-methoxybenzoate;2-Bromo-3,4-dioxymethylene-5-methyloxymethyl benzoate;

Chemical Property of 4-Bromo-7-methoxy-benzo[1,3]dioxole-5-carboxylic acid methyl ester

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 106.5℃
• Refractive Index: 1.569
• Boiling Point: 356.325 °C at 760 mmHg
• Flash Point: 169.299 °C
• PSA: 53.99000
• Density: 1.618 g/cm³
• LogP: 1.97300
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

Methyl4-bromo-7-methoxybenzo[d][1,3]dioxole-5-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Bromo-7-methoxy-benzo[1,3]dioxole-5-carboxylic acid methyl ester

There total 18 articles about 4-Bromo-7-methoxy-benzo[1,3]dioxole-5-carboxylic acid methyl ester 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: 95.6%

diiodomethane (75-11-6) + 5-methoxy-3,4-dihydroxy-2-bromobenzoic acid methyl ester (123685-25-6) → 4-bromo-7-methoxybenzo[1,3]dioxole-5-carboxylic acid methyl ester (81474-46-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 95 ℃; for 3h; Temperature;

Reference yield: 92.0%

methyl 7-methoxybenzo[d][1,3]dioxole-5-carboxylate (22934-58-3) → 4-bromo-7-methoxybenzo[1,3]dioxole-5-carboxylic acid methyl ester (81474-46-6)

Guidance literature:

With bromine; acetic anhydride; at 12 - 15 ℃; for 2h;

DOI:10.1002/hlca.200390180

Reference yield: 73.0%

5-methoxy-3,4-dihydroxy-2-bromobenzoic acid methyl ester (123685-25-6) + 1,1-dibromomethane (74-95-3) → 4-bromo-7-methoxybenzo[1,3]dioxole-5-carboxylic acid methyl ester (81474-46-6)

Guidance literature:

With potassium fluoride; In N,N-dimethyl-formamide; at 110 - 120 ℃; for 0.666667h;

DOI:10.1016/0223-5234(92)90148-T

upstream raw materials:

5-methoxy-3,4-dihydroxy-2-bromobenzoic acid methyl ester

1,1-dibromomethane

methyl 7-methoxybenzo[d][1,3]dioxole-5-carboxylate

diiodomethane

Downstream raw materials:

DDB

C₁₇H₁₄O₆

(4-bromo-7-methoxybenzo[1,3]dioxol-5-yl)methanol

(7-methoxybenzo[d][1,3]dioxol-5-yl)methanol

Refernces

• 1、 -. "Synthetic method of bifendate intermediate". Paragraph 0016; 0019-0021; 0024-0026; 0029-0030. . Retrieved 2020/04/22.
• 2、 Song, Chuanjun,Zhao, Peng,Hu, Zhiqiang,Shi, Shuai,Cui, Yanmei,Chang, Junbiao. "An improved method for the synthesis of γ-DDB". supporting information; experimental part. p. 2297 - 2298. Retrieved 2010/06/16.