4-bromo-2-hydroxy-3-hydroxymethyl-5-methoxy-6-methylbenzaldehyde

Base Information

• Chemical Name: 4-bromo-2-hydroxy-3-hydroxymethyl-5-methoxy-6-methylbenzaldehyde
• CAS No.: 1026631-04-8
• Molecular Formula: C₁₀H₁₁BrO₄
• Molecular Weight: 275.099
• Mol file: 1026631-04-8.mol

Synonyms:4-bromo-2-hydroxy-3-hydroxymethyl-5-methoxy-6-methylbenzaldehyde

Chemical Property of 4-bromo-2-hydroxy-3-hydroxymethyl-5-methoxy-6-methylbenzaldehyde

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-bromo-2-hydroxy-3-hydroxymethyl-5-methoxy-6-methylbenzaldehyde

There total 1 articles about 4-bromo-2-hydroxy-3-hydroxymethyl-5-methoxy-6-methylbenzaldehyde 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: 66.0%

5-bromo-6-methoxy-2,2,7-trimethyl-4H-benzo[1,3]dioxin-8-carbaldehyde (808750-28-9) → 4-bromo-2-hydroxy-3-hydroxymethyl-5-methoxy-6-methylbenzaldehyde (1026631-04-8)

Guidance literature:

With acetic acid; at 60 ℃; for 4h;

DOI:10.1002/ejoc.200400786

Reference yield: 98.0%

4-bromo-2-hydroxy-3-hydroxymethyl-5-methoxy-6-methylbenzaldehyde (1026631-04-8) + trimethyleneglycol (504-63-2) → 3-bromo-6-(1,3-dioxan-2-yl)-2-hydroxymethyl-4-methoxy-5-methylphenol (857283-24-0)

Guidance literature:

In benzene; for 5h; Heating;

DOI:10.1002/ejoc.200400786

Reference yield:

4-bromo-2-hydroxy-3-hydroxymethyl-5-methoxy-6-methylbenzaldehyde (1026631-04-8) → 1-benzyloxy-4,8,9-trimethoxy-3-methyl-10-methylene-9,10-dihydroanthracene-2-carbaldehyde

Guidance literature:

Multi-step reaction with 7 steps

1: 98 percent / benzene / 5 h / Heating

2: 80 percent / K₂CO₃ / CHCl₃; methanol / 12 h / 40 °C

3: 81 percent / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

4: 39 percent / nBuLi / tetrahydrofuran; hexane / 0.67 h / -78 °C

5: 91 percent / KH / tetrahydrofuran / 1.67 h / 0 - 20 °C

6: 71 percent / pyridinium p-toluenesulfonate / acetone; ethyl acetate / 12 h / Heating

7: 84 percent / NaOAc / [PdCl₂(PPh₃)2] / acetonitrile / 5 h / 90 °C

With n-butyllithium; sodium acetate; pyridinium p-toluenesulfonate; potassium hydride; potassium carbonate; Dess-Martin periodane; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; hexane; dichloromethane; chloroform; ethyl acetate; acetone; acetonitrile; benzene;

DOI:10.1002/ejoc.200400786

upstream raw materials:

5-bromo-6-methoxy-2,2,7-trimethyl-4H-benzo[1,3]dioxin-8-carbaldehyde

Downstream raw materials:

3-bromo-6-(1,3-dioxan-2-yl)-2-hydroxymethyl-4-methoxy-5-methylphenol

2-benzyloxy-6-bromo-3-(1,3-dioxan-2-yl)-5-methoxy-4-methylbenzaldehyde

(2-benzyloxy-6-bromo-3-(1,3-dioxan-2-yl)-5-methoxy-4-methylphenyl)methanol

2-benzyloxy-4-bromo-5-methoxy-3-[methoxy-(2-methoxy-6-vinyl-phenyl)-methyl]-6-methyl-benzaldehyde