Ethyl 4-[N-cyclopropylmethyl-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)amino]benzoate

Base Information

• Chemical Name: Ethyl 4-[N-cyclopropylmethyl-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)amino]benzoate
• CAS No.: 1119644-07-3
• Molecular Formula: C₂₆H₃₁NO₂
• Molecular Weight: 389.538

Synonyms:Ethyl 4-[N-cyclopropylmethyl-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)amino]benzoate

Chemical Property of Ethyl 4-[N-cyclopropylmethyl-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)amino]benzoate

Chemical Property:

Purity/Quality:

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Technology Process of Ethyl 4-[N-cyclopropylmethyl-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)amino]benzoate

There total 4 articles about Ethyl 4-[N-cyclopropylmethyl-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)amino]benzoate 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: 97.0%

ethyl 4-[N-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl) amino] benzoate (1119643-91-2) + cyclopropylcarbinyl bromide (7051-34-5) → Ethyl 4-[N-cyclopropylmethyl-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)amino]benzoate (1119644-07-3)

Guidance literature:

ethyl 4-[N-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl) amino] benzoate; With sodium hydride; In N,N-dimethyl-formamide; at 20 ℃; for 0.25h;

cyclopropylcarbinyl bromide; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

Reference yield:

cyclopropylmethyl iodide (33574-02-6) + ethyl 4-[N-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl) amino] benzoate (1119643-91-2) → Ethyl 4-[N-cyclopropylmethyl-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)amino]benzoate (1119644-07-3)

Guidance literature:

ethyl 4-[N-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl) amino] benzoate; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 0.5h;

cyclopropylmethyl iodide; In N,N-dimethyl-formamide; mineral oil; at 20 ℃;

DOI:10.1248/cpb.c13-00740

Reference yield:

5,6,6a,7,8,9-hexahydro-4H-2-phenalenylamine (1117680-74-6) → Ethyl 4-[N-cyclopropylmethyl-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)amino]benzoate (1119644-07-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tol-BINAP; caesium carbonate / 80 °C / Inert atmosphere

2.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.5 h / 20 °C

2.2: 20 °C

With tol-BINAP; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium hydride; caesium carbonate; In N,N-dimethyl-formamide; mineral oil;

DOI:10.1248/cpb.c13-00740

upstream raw materials:

ethyl 4-[N-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl) amino] benzoate

cyclopropylcarbinyl bromide

5,6,6a,7,8,9-hexahydro-4H-2-phenalenylamine

4-iodobenzoic acid ethyl ester

Downstream raw materials:

4-[N-cyclopropylmethyl-(5,6,6a,7,8,9-hexahydro-4H-2-phenalenyl)amino]benzoic acid

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