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

Base Information

Chemical Name:ethyl 2-(phenylethynyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate
CAS No.:1384579-39-8
Molecular Formula:C₁₉H₁₈O₂S
Molecular Weight:310.417
Hs Code.:

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

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Chemical Property of ethyl 2-(phenylethynyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

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Technology Process of ethyl 2-(phenylethynyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

There total 5 articles about ethyl 2-(phenylethynyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate 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: 64.0%

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

: 536-74-3
phenylacetylene

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

Guidance literature:: With copper(l) iodide; palladium 10% on activated carbon; triethylamine; triphenylphosphine; In ethanol; at 60 ℃; for 2.25h; Inert atmosphere;
DOI:10.1016/j.bmcl.2012.04.109

Reference yield: 62.0%

: 150108-66-0
ethyl 2‐bromo‐4,5,6,7‐tetrahydro‐1‐benzothiophene‐3‐carboxylate

: 536-74-3
phenylacetylene

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

Guidance literature:: phenylacetylene; With copper(l) iodide; diisopropylamine; triphenylphosphine; palladium dichloride; In tetrahydrofuran; for 0.0833333h; Inert atmosphere;

ethyl 2‐bromo‐4,5,6,7‐tetrahydro‐1‐benzothiophene‐3‐carboxylate; In tetrahydrofuran; for 4h; Inert atmosphere; Reflux;
DOI:10.1016/j.tet.2020.131151

Reference yield:

: 4506-71-2
ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate

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

Guidance literature:: Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid; potassium iodide; sodium nitrite / water; acetonitrile / 0.08 h / 20 °C

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

With copper(l) iodide; palladium 10% on activated carbon; toluene-4-sulfonic acid; triethylamine; triphenylphosphine; potassium iodide; sodium nitrite; In ethanol; water; acetonitrile;
DOI:10.1016/j.bmcl.2012.04.109