4-(2-bromo-5-hydroxy-4-methoxy-phenyl)-2-(4-hydroxy-benzyl)-butyramide

Base Information

• Chemical Name: 4-(2-bromo-5-hydroxy-4-methoxy-phenyl)-2-(4-hydroxy-benzyl)-butyramide
• CAS No.: 365572-29-8
• Molecular Formula: C₁₈H₂₀BrNO₄
• Molecular Weight: 394.265
• Mol file: 365572-29-8.mol

Synonyms:4-(2-bromo-5-hydroxy-4-methoxy-phenyl)-2-(4-hydroxy-benzyl)-butyramide

Chemical Property of 4-(2-bromo-5-hydroxy-4-methoxy-phenyl)-2-(4-hydroxy-benzyl)-butyramide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(2-bromo-5-hydroxy-4-methoxy-phenyl)-2-(4-hydroxy-benzyl)-butyramide

There total 11 articles about 4-(2-bromo-5-hydroxy-4-methoxy-phenyl)-2-(4-hydroxy-benzyl)-butyramide 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: 86.0%

4-(2-bromo-5-isopropoxy-4-methoxy-phenyl)-2-(4-isopropoxy-benzyl)-butyramide (365572-28-7) → 4-(2-bromo-5-hydroxy-4-methoxy-phenyl)-2-(4-hydroxy-benzyl)-butyramide (365572-29-8)

Guidance literature:

With boron trichloride; In dichloromethane; at -78 - 20 ℃; for 3h;

DOI:10.3390/70400374

Reference yield:

1-(Chloromethyl)-4-(1-methylethoxy)benzene (40141-12-6) → 4-(2-bromo-5-hydroxy-4-methoxy-phenyl)-2-(4-hydroxy-benzyl)-butyramide (365572-29-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 91 percent / potassium carbonate / dimethylformamide / 12 h / 80 °C

2: KOH / ethanol; H₂O / 12 h / Heating

3: 13.3 g / 0.5 h / 160 °C / 0 Torr

4: oxalyl chloride / CH₂Cl₂ / 2 h / 0 °C

5: 19.9 g / ammonia / tetrahydrofuran / 2 h

6: 86 percent / boron trichloride / CH₂Cl₂ / 3 h / -78 - 20 °C

With potassium hydroxide; oxalyl dichloride; ammonia; boron trichloride; potassium carbonate; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.3390/70400374

Reference yield:

2-bromo-4-methoxy-5-(1-methylethoxy)benzeneacetaldehyde (365572-22-1) → 4-(2-bromo-5-hydroxy-4-methoxy-phenyl)-2-(4-hydroxy-benzyl)-butyramide (365572-29-8)

Guidance literature:

Multi-step reaction with 9 steps

1: 99 percent / sodium borohydride / ethanol / 2 h / 15 °C

2: 77 percent / imidazole; iodine; triphenylphosphine / CH₂Cl₂ / 2 h / 20 °C

3: 72 percent / potassium carbonate / dimethylformamide / 12 h / 80 °C

4: 91 percent / potassium carbonate / dimethylformamide / 12 h / 80 °C

5: KOH / ethanol; H₂O / 12 h / Heating

6: 13.3 g / 0.5 h / 160 °C / 0 Torr

7: oxalyl chloride / CH₂Cl₂ / 2 h / 0 °C

8: 19.9 g / ammonia / tetrahydrofuran / 2 h

9: 86 percent / boron trichloride / CH₂Cl₂ / 3 h / -78 - 20 °C

With 1H-imidazole; potassium hydroxide; sodium tetrahydroborate; oxalyl dichloride; ammonia; iodine; boron trichloride; potassium carbonate; triphenylphosphine; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.3390/70400374

upstream raw materials:

4-(2-bromo-5-isopropoxy-4-methoxy-phenyl)-2-(4-isopropoxy-benzyl)-butyramide

1-(Chloromethyl)-4-(1-methylethoxy)benzene

2-bromo-4-methoxy-5-(1-methylethoxy)benzeneacetaldehyde

2-(2-bromo-4-methoxy-5-(1-methylethoxy)benzene)ethanol