ethyl 4-(4-chlorophenyl)-2-iodo-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate

Base Information

• Chemical Name: ethyl 4-(4-chlorophenyl)-2-iodo-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate
• CAS No.: 1446864-82-9
• Molecular Formula: C₂₀H₂₀ClIO₄
• Molecular Weight: 486.734

Synonyms:ethyl 4-(4-chlorophenyl)-2-iodo-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate

Chemical Property of ethyl 4-(4-chlorophenyl)-2-iodo-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate

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Technology Process of ethyl 4-(4-chlorophenyl)-2-iodo-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate

There total 3 articles about ethyl 4-(4-chlorophenyl)-2-iodo-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-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: 86.0%

ethyl 2-amino-7,7-dimethyl-5-oxo-4-(4-chlorophenyl)-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate (107752-95-4) → ethyl 4-(4-chlorophenyl)-2-iodo-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate (1446864-82-9)

Guidance literature:

With copper(l) iodide; tert.-butylnitrite; In acetonitrile; at 0 ℃; for 2h;

DOI:10.1016/j.bmcl.2013.05.014

Reference yield:

4-chlorobenzaldehyde (104-88-1) → ethyl 4-(4-chlorophenyl)-2-iodo-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate (1446864-82-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dmap / ethanol

1.2: 80 °C

2.1: copper(l) iodide; tert.-butylnitrite / acetonitrile / 2 h / 0 °C

With dmap; copper(l) iodide; tert.-butylnitrite; In ethanol; acetonitrile; 2.1: |Sandmeyer Reaction;

DOI:10.1016/j.bmcl.2013.05.014

Reference yield:

dimedone (126-81-8) + ethyl 2-cyanoacetate (105-56-6) → ethyl 4-(4-chlorophenyl)-2-iodo-7,7-dimethyl-5-oxo-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate (1446864-82-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dmap / ethanol

1.2: 80 °C

2.1: copper(l) iodide; tert.-butylnitrite / acetonitrile / 2 h / 0 °C

With dmap; copper(l) iodide; tert.-butylnitrite; In ethanol; acetonitrile; 2.1: |Sandmeyer Reaction;

DOI:10.1016/j.bmcl.2013.05.014

upstream raw materials:

ethyl 2-amino-7,7-dimethyl-5-oxo-4-(4-chlorophenyl)-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate

dimedone

ethyl 2-cyanoacetate

4-chlorobenzaldehyde

Downstream raw materials:

10-(4-chlorophenyl)-4-iodo-7,7-dimethyl-3-phenyl-7,8-dihydropyrano[4,3-b]chromene-1,9(6H,10H)-dione

ethyl 4-(4-chlorophenyl)-7,7-dimethyl-5-oxo-2-(phenylethynyl)-5,6,7,8-tetrahydro-4H-chromene-3-carboxylate

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