dimethyl 3,3-dicyano-2-[2-(4-methoxyphenyl)-2-oxoethyl]-1,1-cyclohexanedicarboxylate

Base Information

• Chemical Name: dimethyl 3,3-dicyano-2-[2-(4-methoxyphenyl)-2-oxoethyl]-1,1-cyclohexanedicarboxylate
• CAS No.: 1026869-96-4
• Molecular Formula: C₂₁H₂₂N₂O₆
• Molecular Weight: 398.415
• Mol file: 1026869-96-4.mol

Synonyms:dimethyl 3,3-dicyano-2-[2-(4-methoxyphenyl)-2-oxoethyl]-1,1-cyclohexanedicarboxylate

Chemical Property of dimethyl 3,3-dicyano-2-[2-(4-methoxyphenyl)-2-oxoethyl]-1,1-cyclohexanedicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of dimethyl 3,3-dicyano-2-[2-(4-methoxyphenyl)-2-oxoethyl]-1,1-cyclohexanedicarboxylate

There total 1 articles about dimethyl 3,3-dicyano-2-[2-(4-methoxyphenyl)-2-oxoethyl]-1,1-cyclohexanedicarboxylate 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: 62.0%

1-(4-methoxyphenyl)-2-propyn-1-one (16469-68-4) + dimethyl 5,5-dicyanopentane-1,1-dicarboxylate (194727-55-4) → dimethyl 3,3-dicyano-2-[2-(4-methoxyphenyl)-2-oxoethyl]-1,1-cyclohexanedicarboxylate (1026869-96-4)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/jo026643+

Reference yield: 59.0%

dimethyl 3,3-dicyano-2-[2-(4-methoxyphenyl)-2-oxoethyl]-1,1-cyclohexanedicarboxylate (1026869-96-4) → dimethyl (2R*,3R*)-3-cyano-2-[2-(4-methoxyphenyl)-2-oxoethyl]-1,1-cyclohexanedicarboxylate

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 6.5h; Heating;

DOI:10.1021/jo026643+

Reference yield:

dimethyl 3,3-dicyano-2-[2-(4-methoxyphenyl)-2-oxoethyl]-1,1-cyclohexanedicarboxylate (1026869-96-4) → dimethyl (1R*,6R*,9R*)-9-(4-methoxyphenyl)-8-azabicyclo[4.4.0]decane-2,2-dicarboxylate

Guidance literature:

Multi-step reaction with 4 steps

1: 59 percent / tributyltin hydride; AIBN / benzene / 6.5 h / Heating

2: 87 percent / conc. H₂SO₄ / ethanol / 17 h / 0 - 20 °C

3: 100 percent / H₂ / 10percent Pd/C / methanol / 20 h / 20 °C

4: 73 percent / BH₃ / tetrahydrofuran / 18 h / 20 °C

With 2,2'-azobis(isobutyronitrile); sulfuric acid; borane; hydrogen; tri-n-butyl-tin hydride; 10percent Pd/C; In tetrahydrofuran; methanol; ethanol; benzene;

DOI:10.1021/jo026643+

upstream raw materials:

1-(4-methoxyphenyl)-2-propyn-1-one

dimethyl 5,5-dicyanopentane-1,1-dicarboxylate