Ethyl 7-bromobenzo[d][1,3]dioxole-4-carboxylate

Base Information

• Chemical Name: Ethyl 7-bromobenzo[d][1,3]dioxole-4-carboxylate
• CAS No.: 1312610-07-3
• Molecular Formula: C10H9BrO4
• Molecular Weight: 273.083
• Mol file: 1312610-07-3.mol

Synonyms:Ethyl 7-bromobenzo[d][1,3]dioxole-4-carboxylate

Chemical Property of Ethyl 7-bromobenzo[d][1,3]dioxole-4-carboxylate

Chemical Property:

• Boiling Point: 360.6±42.0 °C(Predicted)
• PSA: 44.76000
• Density: 1.595±0.06 g/cm3(Predicted)
• LogP: 2.35450
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

96% ^*data from raw suppliers

Ethyl7-bromobenzo[d][1,3]dioxole-4-carboxylate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethyl 7-bromobenzo[d][1,3]dioxole-4-carboxylate

There total 8 articles about Ethyl 7-bromobenzo[d][1,3]dioxole-4-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: 52.0%

diiodomethane (75-11-6) + 4-bromo-2,3-dihydroxybenzoic acid ethyl ester (1312609-83-8) → C10H9BrO4 (1312610-07-3)

Guidance literature:

4-bromo-2,3-dihydroxybenzoic acid ethyl ester; With caesium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

diiodomethane; In N,N-dimethyl-formamide; at 70 ℃; for 12h;

Reference yield:

3-methoxy-2-hydroxybenzaldehyde (148-53-8) → C10H9BrO4 (1312610-07-3)

Guidance literature:

Multi-step reaction with 8 steps

1.1: pyridine / 24 h / 20 °C

2.1: nitric acid; sulfuric acid / 0.08 h / -40 °C

3.1: sodium hydroxide / water / 0.08 h

3.2: 85 °C

3.3: pH 2

4.1: water; hydrogen bromide; acetic acid / 4 h / Reflux

5.1: hydrogen / palladium 10% on activated carbon / methanol / 20 °C / 2068.65 Torr

6.1: sodium nitrite; hydrogen bromide / water / 2 h / 0 °C

6.2: 0 - 20 °C

7.1: sulfuric acid / 16 h / Reflux

8.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C

8.2: 12 h / 70 °C

With pyridine; sulfuric acid; water; hydrogen bromide; hydrogen; nitric acid; caesium carbonate; acetic acid; sodium hydroxide; sodium nitrite; palladium 10% on activated carbon; In methanol; water; N,N-dimethyl-formamide;

Reference yield:

2-acetoxy-3-methoxybenzaldehyde (7150-01-8) → C10H9BrO4 (1312610-07-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: nitric acid; sulfuric acid / 0.08 h / -40 °C

2.1: sodium hydroxide / water / 0.08 h

2.2: 85 °C

2.3: pH 2

3.1: water; hydrogen bromide; acetic acid / 4 h / Reflux

4.1: hydrogen / palladium 10% on activated carbon / methanol / 20 °C / 2068.65 Torr

5.1: sodium nitrite; hydrogen bromide / water / 2 h / 0 °C

5.2: 0 - 20 °C

6.1: sulfuric acid / 16 h / Reflux

7.1: caesium carbonate / N,N-dimethyl-formamide / 1 h / 20 °C

7.2: 12 h / 70 °C

With sulfuric acid; water; hydrogen bromide; hydrogen; nitric acid; caesium carbonate; acetic acid; sodium hydroxide; sodium nitrite; palladium 10% on activated carbon; In methanol; water; N,N-dimethyl-formamide;

upstream raw materials:

diiodomethane

4-bromo-2,3-dihydroxybenzoic acid ethyl ester

3-methoxy-2-hydroxybenzaldehyde

2-acetoxy-3-methoxybenzaldehyde

Downstream raw materials:

C₁₈H₁₆O₆

C₁₅H₁₀O₆

C₁₅H₈Cl₂O₄

C₁₇H₁₂Br₂O₄

Refernces

• 1、 -. "NOVEL INHIBITORS OF HEPATITIS C VIRUS REPLICATION". Page/Page column 148-149. . Retrieved 2011/07/06.