trifluoromethanesulfonic acid 2-[3-(5-methoxybenzofuran-2-yl)propyl]-3-oxocyclohex-1-enyl ester

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Chemical Name:trifluoromethanesulfonic acid 2-[3-(5-methoxybenzofuran-2-yl)propyl]-3-oxocyclohex-1-enyl ester
CAS No.:796966-69-3
Molecular Formula:C₁₉H₁₉F₃O₆S
Molecular Weight:432.417
Hs Code.:

Synonyms:trifluoromethanesulfonic acid 2-[3-(5-methoxybenzofuran-2-yl)propyl]-3-oxocyclohex-1-enyl ester

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Chemical Property of trifluoromethanesulfonic acid 2-[3-(5-methoxybenzofuran-2-yl)propyl]-3-oxocyclohex-1-enyl ester

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Technology Process of trifluoromethanesulfonic acid 2-[3-(5-methoxybenzofuran-2-yl)propyl]-3-oxocyclohex-1-enyl ester

There total 8 articles about trifluoromethanesulfonic acid 2-[3-(5-methoxybenzofuran-2-yl)propyl]-3-oxocyclohex-1-enyl ester 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: 28.0%

: 796966-67-1
trifluoromethanesulfonic acid 2-[5-(2-allyloxy-5-methoxyphenyl)pent-4-ynyl]-3-oxocyclohex-1-enyl ester

: 796966-69-3
trifluoromethanesulfonic acid 2-[3-(5-methoxybenzofuran-2-yl)propyl]-3-oxocyclohex-1-enyl ester

Guidance literature:: trifluoromethanesulfonic acid 2-[5-(2-allyloxy-5-methoxyphenyl)pent-4-ynyl]-3-oxocyclohex-1-enyl ester; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 4-nitro-phenol; tri-n-butyl-tin hydride; In dichloromethane; at 20 ℃; for 6h;

at 20 ℃; for 48h; Further stages.;
DOI:10.1016/j.tet.2004.07.041

Reference yield:

: 17332-11-5
2-bromo-4-methoxyphenol

: 796966-69-3
trifluoromethanesulfonic acid 2-[3-(5-methoxybenzofuran-2-yl)propyl]-3-oxocyclohex-1-enyl ester

Guidance literature:: Multi-step reaction with 9 steps

1.1: NaH / dimethylformamide / 2 h / 20 °C

2.1: 67 percent / Pd(PPh₃)2Cl₂; CuI; n-BuNH₂ / 2 h / Heating

3.1: 65 percent / aq. HCl / methanol / 4 h / 20 °C

4.1: 82 percent / K₂CO₃ / dimethylformamide / 12 h / 20 °C

5.1: Et₃N / tetrahydrofuran / 1 h / 0 °C

6.1: 1.57 g / NaI / acetone / 2 h / Heating

7.1: n-BuLi; HMPA / pentane; tetrahydrofuran / 1.75 h / -78 - 20 °C

7.2: aq. HCl / acetone / 3.5 h / 0 °C

8.1: 3.32 g / NaHMDS / tetrahydrofuran / 2 h / 0 °C

9.1: Pd(PPh₃)4; p-nitrophenol; Bu₃SnH / CH₂Cl₂ / 6 h / 20 °C

9.2: 28 percent / 48 h / 20 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; 4-nitro-phenol; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; sodium hydride; potassium carbonate; N-butylamine; triethylamine; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; pentane; 2.1: Sonogashira coupling;
DOI:10.1016/j.tet.2004.07.041

Reference yield:

: 150-76-5
4-methoxy-phenol

: 796966-69-3
trifluoromethanesulfonic acid 2-[3-(5-methoxybenzofuran-2-yl)propyl]-3-oxocyclohex-1-enyl ester

Guidance literature:: Multi-step reaction with 10 steps

1.1: 81 percent / tetrabutylammonium tribromide / methanol; CH₂Cl₂ / 20 °C

2.1: NaH / dimethylformamide / 2 h / 20 °C

3.1: 67 percent / Pd(PPh₃)2Cl₂; CuI; n-BuNH₂ / 2 h / Heating

4.1: 65 percent / aq. HCl / methanol / 4 h / 20 °C

5.1: 82 percent / K₂CO₃ / dimethylformamide / 12 h / 20 °C

6.1: Et₃N / tetrahydrofuran / 1 h / 0 °C

7.1: 1.57 g / NaI / acetone / 2 h / Heating

8.1: n-BuLi; HMPA / pentane; tetrahydrofuran / 1.75 h / -78 - 20 °C

8.2: aq. HCl / acetone / 3.5 h / 0 °C

9.1: 3.32 g / NaHMDS / tetrahydrofuran / 2 h / 0 °C

10.1: Pd(PPh₃)4; p-nitrophenol; Bu₃SnH / CH₂Cl₂ / 6 h / 20 °C

10.2: 28 percent / 48 h / 20 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; 4-nitro-phenol; tri-n-butyl-tin hydride; sodium hexamethyldisilazane; tetra-N-butylammonium tribromide; sodium hydride; potassium carbonate; N-butylamine; triethylamine; sodium iodide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; pentane; 3.1: Sonogashira coupling;
DOI:10.1016/j.tet.2004.07.041