N-{2-[2-(4-fluorophenyl)ethyl]-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranyl}formamide

Base Information

Chemical Name:N-{2-[2-(4-fluorophenyl)ethyl]-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranyl}formamide
CAS No.:186039-28-1
Molecular Formula:C₂₁H₂₄FNO₂
Molecular Weight:341.425
Hs Code.:

Synonyms:N-{2-[2-(4-fluorophenyl)ethyl]-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranyl}formamide

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Chemical Property of N-{2-[2-(4-fluorophenyl)ethyl]-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranyl}formamide

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Technology Process of N-{2-[2-(4-fluorophenyl)ethyl]-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranyl}formamide

There total 7 articles about N-{2-[2-(4-fluorophenyl)ethyl]-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranyl}formamide 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%

: N-{2-[(Z)-2-(4-Fluoro-phenyl)-vinyl]-2,4,6,7-tetramethyl-2,3-dihydro-benzofuran-5-yl}-formamide

: 186039-28-1
N-{2-[2-(4-fluorophenyl)ethyl]-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranyl}formamide

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; for 2h; Ambient temperature;
DOI:10.1021/jm960411j

Reference yield:

: 99075-42-0
N-(4-hydroxy-2,3,6-trimethylphenyl)-formamide

: 186039-28-1
N-{2-[2-(4-fluorophenyl)ethyl]-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranyl}formamide

Guidance literature:: Multi-step reaction with 6 steps

1: 72 percent / K₂CO₃ / dimethylformamide / 3 h / 80 °C

2: 94 percent / N,N-diethylaniline / 3 h / 200 °C

3: 64 percent / aq. NaHCO₃, m-CPBA / CH₂Cl₂ / 1 h / Ambient temperature

4: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) CH₂Cl₂, RT

5: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, RT, 30 min

6: 86 percent / H₂ / 5percent Pd/C / ethanol / 2 h / Ambient temperature

With n-butyllithium; oxalyl dichloride; hydrogen; sodium hydrogencarbonate; potassium carbonate; dimethyl sulfoxide; triethylamine; 3-chloro-benzenecarboperoxoic acid; N,N-diethylaniline; palladium on activated charcoal; In ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm960411j

Reference yield:

: 51044-11-2
(4-fluorobenzyl)(triphenyl)phosphonium bromide

: 186039-28-1
N-{2-[2-(4-fluorophenyl)ethyl]-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranyl}formamide

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, RT, 30 min

2: 86 percent / H₂ / 5percent Pd/C / ethanol / 2 h / Ambient temperature

With n-butyllithium; hydrogen; palladium on activated charcoal; In ethanol;
DOI:10.1021/jm960411j