2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>-5-benzofuran

Base Information

• Chemical Name: 2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>-5-benzofuran
• CAS No.: 190785-66-1
• Molecular Formula: C₃₅H₃₅NO₆
• Molecular Weight: 565.666

Synonyms:2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>-5-benzofuran

Chemical Property of 2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>-5-benzofuran

Chemical Property:

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Technology Process of 2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>-5-benzofuran

There total 6 articles about 2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>-5-benzofuran 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: 45.0%

4,4'-dimethoxydiphenylmethyl chloride (7525-23-7) + 2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>-5-aminobenzofuran (190785-63-8) → 2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>-5-benzofuran (190785-66-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 24h; Ambient temperature;

DOI:10.1248/cpb.47.226

Reference yield:

Ethyl 4-bromobutyrate (2969-81-5) → 2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>-5-benzofuran (190785-66-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) NaH / 1.) DMF, RT, 15 min, 2.) DMF, RT, 2 h

2: 88 percent / NaClO₂, NaH₂PO₄, 2-methyl-2-butene / N,N-dimethyl-acetamide; H₂O / 2 h / Ambient temperature

3: 1.) diphenylphosphoryl azide, Et₃N / 1.) toluene, reflux, 2 h, 2.) toluene, reflux, 8 h

4: 85 percent / H₂ / 10 percent Pd/C / methanol / 1 h / Ambient temperature

5: 45 percent / i-Pr₂NEt / CH₂Cl₂ / 24 h / Ambient temperature

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; diphenylphosphoranyl azide; hydrogen; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl acetamide; water;

DOI:10.1248/cpb.47.226

Reference yield:

2-(2-hydroxyphenyl)-5-formylbenzofuran (190786-01-7) → 2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>-5-benzofuran (190785-66-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) NaH / 1.) DMF, RT, 15 min, 2.) DMF, RT, 2 h

2: 88 percent / NaClO₂, NaH₂PO₄, 2-methyl-2-butene / N,N-dimethyl-acetamide; H₂O / 2 h / Ambient temperature

3: 1.) diphenylphosphoryl azide, Et₃N / 1.) toluene, reflux, 2 h, 2.) toluene, reflux, 8 h

4: 85 percent / H₂ / 10 percent Pd/C / methanol / 1 h / Ambient temperature

5: 45 percent / i-Pr₂NEt / CH₂Cl₂ / 24 h / Ambient temperature

With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; diphenylphosphoranyl azide; hydrogen; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In methanol; dichloromethane; N,N-dimethyl acetamide; water;

DOI:10.1248/cpb.47.226

upstream raw materials:

4,4'-dimethoxydiphenylmethyl chloride

2-<2-(3-ethoxycarbonyl-1-propyloxy)phenyl>-5-aminobenzofuran

Ethyl 4-bromobutyrate

2-(2-hydroxyphenyl)-5-formylbenzofuran

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