Benzeneacetamide, 2-bromo-N-[2-(3-hydroxyphenyl)ethyl]-4-methoxy-3-(1-methylethoxy)-

Base Information

• Chemical Name: Benzeneacetamide, 2-bromo-N-[2-(3-hydroxyphenyl)ethyl]-4-methoxy-3-(1-methylethoxy)-
• CAS No.: 93710-60-2
• Molecular Formula: C20H24BrNO4
• Molecular Weight: 422.319
• Mol file: 93710-60-2.mol

Synonyms:

Chemical Property of Benzeneacetamide, 2-bromo-N-[2-(3-hydroxyphenyl)ethyl]-4-methoxy-3-(1-methylethoxy)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzeneacetamide, 2-bromo-N-[2-(3-hydroxyphenyl)ethyl]-4-methoxy-3-(1-methylethoxy)-

There total 12 articles about Benzeneacetamide, 2-bromo-N-[2-(3-hydroxyphenyl)ethyl]-4-methoxy-3-(1-methylethoxy)- 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: 92.0%

N-(3-tosyloxyphenethyl)-2-(2-bromo-3-isopropoxy-4-methoxyphenyl)acetamide (93710-59-9) → N-(3-hydroxyphenethyl)-2-(2-bromo-3-isopropoxy-4-methoxyphenyl)acetamide (93710-60-2)

Guidance literature:

With potassium hydroxide; In methanol; N,N-dimethyl-formamide; at 60 ℃; for 3h;

DOI:10.1016/S0031-9422(00)82630-8

Reference yield:

2-bromoisovanillin (2973-58-2) → N-(3-hydroxyphenethyl)-2-(2-bromo-3-isopropoxy-4-methoxyphenyl)acetamide (93710-60-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 91 percent / K₂CO₃ / dimethylformamide / r.t., 45 min, 100 deg C, 2 h

2: 100 percent / NaBH₄ / ethanol / 1 h

3: 96 percent / pyridine, SOCl₂ / diethyl ether / 0.33 h / Ambient temperature

4: 95 percent / dimethylsulfoxide / 18 h / Ambient temperature

5: 90 percent / ethylene glycol, H₂O, KOH / 2 h / Heating

6: 84 percent / decahydronaphthalene / 2.5 h / Heating

7: 92 percent / KOH / dimethylformamide; methanol / 3 h / 60 °C

With pyridine; potassium hydroxide; sodium tetrahydroborate; thionyl chloride; water; potassium carbonate; ethylene glycol; In methanol; diethyl ether; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide; decalin;

DOI:10.1016/S0031-9422(00)82630-8

Reference yield:

3-formylphenyl 4-methylbenzenesulfonate (80459-46-7) → N-(3-hydroxyphenethyl)-2-(2-bromo-3-isopropoxy-4-methoxyphenyl)acetamide (93710-60-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 100 percent / NaBH₄, BF₃*Et₂O / tetrahydrofuran / 1.25 h / 0 °C

2: 95 percent / pyridine, SOCl₂ / diethyl ether / 0.33 h / Ambient temperature

3: 86 percent / dimethylsulfoxide / 18 h / Ambient temperature

4: 100 percent / NaBH₄, BF₃*Et₂O / tetrahydrofuran / 144 h / Ambient temperature

5: 84 percent / decahydronaphthalene / 2.5 h / Heating

6: 92 percent / KOH / dimethylformamide; methanol / 3 h / 60 °C

With pyridine; potassium hydroxide; sodium tetrahydroborate; thionyl chloride; boron trifluoride diethyl etherate; In tetrahydrofuran; methanol; diethyl ether; dimethyl sulfoxide; N,N-dimethyl-formamide; decalin;

DOI:10.1016/S0031-9422(00)82630-8

upstream raw materials:

N-(3-tosyloxyphenethyl)-2-(2-bromo-3-isopropoxy-4-methoxyphenyl)acetamide

2-bromoisovanillin

3-formylphenyl 4-methylbenzenesulfonate

meta-hydroxybenzaldehyde

Downstream raw materials:

5,8,9-trihydro-1-isopropoxy-2-methoxy-6-oxo-7H-dibenzazonin-11-ol