(E)-ethyl 3-(benzylamino)-2-(1,4-dioxo-1,4-dihydro-naphth-2-yl)but-2-enoate

Base Information

• Chemical Name: (E)-ethyl 3-(benzylamino)-2-(1,4-dioxo-1,4-dihydro-naphth-2-yl)but-2-enoate
• CAS No.: 1439385-95-1
• Molecular Formula: C₂₃H₂₁NO₄
• Molecular Weight: 375.424

Synonyms:(E)-ethyl 3-(benzylamino)-2-(1,4-dioxo-1,4-dihydro-naphth-2-yl)but-2-enoate

Chemical Property of (E)-ethyl 3-(benzylamino)-2-(1,4-dioxo-1,4-dihydro-naphth-2-yl)but-2-enoate

Chemical Property:

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Technology Process of (E)-ethyl 3-(benzylamino)-2-(1,4-dioxo-1,4-dihydro-naphth-2-yl)but-2-enoate

There total 1 articles about (E)-ethyl 3-(benzylamino)-2-(1,4-dioxo-1,4-dihydro-naphth-2-yl)but-2-enoate 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%

ethyl acetoacetate (141-97-9) + benzylamine (100-46-9) + [1,4]naphthoquinone (130-15-4) → (E)-ethyl 3-(benzylamino)-2-(1,4-dioxo-1,4-dihydro-naphth-2-yl)but-2-enoate (1439385-95-1) + ethyl 1-benzyl-5-hydroxy-2-methyl-1H-benzo[g]indole-3-carboxylate (66558-33-6)

Guidance literature:

ethyl acetoacetate; benzylamine; With ammonium cerium (IV) nitrate; In acetonitrile; at 20 ℃; for 0.5h;

[1,4]naphthoquinone; In ethanol; acetonitrile; at 20 ℃; for 0.5h;

DOI:10.1016/j.tet.2013.04.101

Reference yield: 57.0%

(E)-ethyl 3-(benzylamino)-2-(1,4-dioxo-1,4-dihydro-naphth-2-yl)but-2-enoate (1439385-95-1) → ethyl 1-benzyl-5-hydroxy-2-methyl-1H-benzo[g]indole-3-carboxylate (66558-33-6) + ethyl 1-benzyl-2-methyl-4,5-dioxo-4,5-dihydro-1H-benzo[g]indole-3-carboxylate (66558-31-4)

Guidance literature:

With ammonium cerium (IV) nitrate; In ethanol; for 2h; Reflux;

DOI:10.1016/j.tet.2013.04.101

upstream raw materials:

ethyl acetoacetate

benzylamine

[1,4]naphthoquinone

Downstream raw materials:

ethyl 1-benzyl-5-hydroxy-2-methyl-1H-benzo[g]indole-3-carboxylate

ethyl 1-benzyl-2-methyl-4,5-dioxo-4,5-dihydro-1H-benzo[g]indole-3-carboxylate

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