(E)-ethyl-3-(4-oxo-2-phenyl-4H-5,6,7,8-tetrahydrobenzo[b]thieno[3,2-c]pyran-4-yl)acrylate

Base Information

Chemical Name:(E)-ethyl-3-(4-oxo-2-phenyl-4H-5,6,7,8-tetrahydrobenzo[b]thieno[3,2-c]pyran-4-yl)acrylate
CAS No.:1384579-94-5
Molecular Formula:C₂₂H₂₀O₄S
Molecular Weight:380.464
Hs Code.:

Synonyms:(E)-ethyl-3-(4-oxo-2-phenyl-4H-5,6,7,8-tetrahydrobenzo[b]thieno[3,2-c]pyran-4-yl)acrylate

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Chemical Property of (E)-ethyl-3-(4-oxo-2-phenyl-4H-5,6,7,8-tetrahydrobenzo[b]thieno[3,2-c]pyran-4-yl)acrylate

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Technology Process of (E)-ethyl-3-(4-oxo-2-phenyl-4H-5,6,7,8-tetrahydrobenzo[b]thieno[3,2-c]pyran-4-yl)acrylate

There total 5 articles about (E)-ethyl-3-(4-oxo-2-phenyl-4H-5,6,7,8-tetrahydrobenzo[b]thieno[3,2-c]pyran-4-yl)acrylate 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: 63.0%

: 1384579-54-7
1-iodo-2-phenyl-4H-5,6,7,8-tetrahydrobenzo[b]thieno[3,2-c]pyran-4-one

: 140-88-5,9003-32-1
ethyl acrylate

: 1384579-94-5
(E)-ethyl-3-(4-oxo-2-phenyl-4H-5,6,7,8-tetrahydrobenzo[b]thieno[3,2-c]pyran-4-yl)acrylate

Guidance literature:: With palladium diacetate; potassium carbonate; In N,N-dimethyl-formamide; at 110 ℃; for 4h;
DOI:10.1016/j.bmcl.2012.04.109

Reference yield:

: 1309873-11-7
ethyl 2-iodo-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

: 1384579-94-5
(E)-ethyl-3-(4-oxo-2-phenyl-4H-5,6,7,8-tetrahydrobenzo[b]thieno[3,2-c]pyran-4-yl)acrylate

Guidance literature:: Multi-step reaction with 3 steps

1: copper(l) iodide; palladium 10% on activated carbon; triethylamine; triphenylphosphine / ethanol / 2.25 h / 60 °C / Inert atmosphere

2: iodine / dichloromethane / 0.08 h / 20 °C / Inert atmosphere

3: palladium diacetate; potassium carbonate / N,N-dimethyl-formamide / 4 h / 110 °C

With copper(l) iodide; palladium 10% on activated carbon; iodine; palladium diacetate; potassium carbonate; triethylamine; triphenylphosphine; In ethanol; dichloromethane; N,N-dimethyl-formamide; 3: Heck coupling;
DOI:10.1016/j.bmcl.2012.04.109

Reference yield:

: 1384579-39-8
ethyl 2-(phenylethynyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

: 1384579-94-5
(E)-ethyl-3-(4-oxo-2-phenyl-4H-5,6,7,8-tetrahydrobenzo[b]thieno[3,2-c]pyran-4-yl)acrylate

Guidance literature:: Multi-step reaction with 2 steps

1: iodine / dichloromethane / 0.08 h / 20 °C / Inert atmosphere

2: palladium diacetate; potassium carbonate / N,N-dimethyl-formamide / 4 h / 110 °C

With iodine; palladium diacetate; potassium carbonate; In dichloromethane; N,N-dimethyl-formamide; 2: Heck coupling;
DOI:10.1016/j.bmcl.2012.04.109