4-bromo-benzoic acid 2,2-dimethyl-4H-benzo[1,3]dioxin-5-ylmethyl ester

Base Information

• Chemical Name: 4-bromo-benzoic acid 2,2-dimethyl-4H-benzo[1,3]dioxin-5-ylmethyl ester
• CAS No.: 478012-72-5
• Molecular Formula: C₁₈H₁₇BrO₄
• Molecular Weight: 377.235
• Mol file: 478012-72-5.mol

Synonyms:4-bromo-benzoic acid 2,2-dimethyl-4H-benzo[1,3]dioxin-5-ylmethyl ester

Chemical Property of 4-bromo-benzoic acid 2,2-dimethyl-4H-benzo[1,3]dioxin-5-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-bromo-benzoic acid 2,2-dimethyl-4H-benzo[1,3]dioxin-5-ylmethyl ester

There total 1 articles about 4-bromo-benzoic acid 2,2-dimethyl-4H-benzo[1,3]dioxin-5-ylmethyl 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: 97.0%

4-chlorobenzoyl chloride (586-75-4) + (2,2-dimethyl-4H-benzo[d][1,3]dioxin-5-yl)methanol (112429-70-6) → 4-bromo-benzoic acid 2,2-dimethyl-4H-benzo[1,3]dioxin-5-ylmethyl ester (478012-72-5)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 25 ℃; for 0.333333h;

DOI:10.1002/1521-3773(20020902)41:17<3276::AID-ANIE3276>3.0.CO;2-P

Reference yield: 85.0%

4-bromo-benzoic acid 2,2-dimethyl-4H-benzo[1,3]dioxin-5-ylmethyl ester (478012-72-5) → 4-bromo-benzoic acid 3-hydroxy-2-hydroxymethyl-benzyl ester (478012-73-6)

Guidance literature:

With toluene-4-sulfonic acid; In tetrahydrofuran; water; at 75 ℃; for 10h;

DOI:10.1002/1521-3773(20020902)41:17<3276::AID-ANIE3276>3.0.CO;2-P

Reference yield:

4-bromo-benzoic acid 2,2-dimethyl-4H-benzo[1,3]dioxin-5-ylmethyl ester (478012-72-5) → 4-bromo-benzoic acid 2-formyl-3-hydroxy-benzyl ester (478012-53-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / aq. p-TsOH / tetrahydrofuran / 10 h / 75 °C

2: 87 percent / MnO₂ / ethyl acetate / 1.5 h / 25 °C

With manganese(IV) oxide; toluene-4-sulfonic acid; In tetrahydrofuran; ethyl acetate;

DOI:10.1021/ja0509984

upstream raw materials:

4-chlorobenzoyl chloride

(2,2-dimethyl-4H-benzo[d][1,3]dioxin-5-yl)methanol

Downstream raw materials:

4-bromo-benzoic acid 3-hydroxy-2-hydroxymethyl-benzyl ester

4-Bromo-benzoic acid 2-formyl-3-((E)-4-hydroxy-2-methyl-but-2-enyloxy)-benzyl ester

4-Bromo-benzoic acid 3-((E)-4-bromo-2-methyl-but-2-enyloxy)-2-formyl-benzyl ester

4-Bromo-benzoic acid 3-((E)-4-acetoxy-2-methyl-but-2-enyloxy)-2-formyl-benzyl ester