1-benzyl 4,4-dimethyl 3-vinyl-2,3-dihydroquinoline-1,4,4-tricarboxylate

Base Information

Chemical Name:1-benzyl 4,4-dimethyl 3-vinyl-2,3-dihydroquinoline-1,4,4-tricarboxylate
CAS No.:1257322-10-3
Molecular Formula:C₂₃H₂₃NO₆
Molecular Weight:409.439
Hs Code.:

Synonyms:1-benzyl 4,4-dimethyl 3-vinyl-2,3-dihydroquinoline-1,4,4-tricarboxylate

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Chemical Property of 1-benzyl 4,4-dimethyl 3-vinyl-2,3-dihydroquinoline-1,4,4-tricarboxylate

Chemical Property:

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Technology Process of 1-benzyl 4,4-dimethyl 3-vinyl-2,3-dihydroquinoline-1,4,4-tricarboxylate

There total 4 articles about 1-benzyl 4,4-dimethyl 3-vinyl-2,3-dihydroquinoline-1,4,4-tricarboxylate 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: 74.0%

: 25260-60-0
cis-1,4-bis(acetyloxy)but-2-ene

: 1257322-00-1
dimethyl 2-[2-(benzyloxycarbonylamino)phenyl]malonate

: 1257322-10-3
1-benzyl 4,4-dimethyl 3-vinyl-2,3-dihydroquinoline-1,4,4-tricarboxylate

: 1257322-11-4
1-benzyl 4,4-dimethyl 2-vinyl-2,3-dihydroquinoline-1,4,4-tricarboxylate

Guidance literature:: With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 2,2′-bis(diphenylphosphino)-1,1′-binaphthalene.; potassium carbonate; In tetrahydrofuran; at 80 ℃; for 2h; regioselective reaction; Inert atmosphere;
DOI:10.1016/j.tetlet.2010.09.033

Reference yield:

: 86162-61-0
C₁₁H₁₃NO₄

: 1257322-10-3
1-benzyl 4,4-dimethyl 3-vinyl-2,3-dihydroquinoline-1,4,4-tricarboxylate

: 1257322-11-4
1-benzyl 4,4-dimethyl 2-vinyl-2,3-dihydroquinoline-1,4,4-tricarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 5 h / 0 °C

2: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; potassium carbonate / tetrahydrofuran / 2.5 h / 20 - 80 °C

With pyridine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2012.09.075

Reference yield:

: 1493-27-2,127723-77-7
ortho-nitrofluorobenzene

: 1257322-10-3
1-benzyl 4,4-dimethyl 3-vinyl-2,3-dihydroquinoline-1,4,4-tricarboxylate

: 1257322-11-4
1-benzyl 4,4-dimethyl 2-vinyl-2,3-dihydroquinoline-1,4,4-tricarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium tert-butylate / N,N-dimethyl-formamide / 0.17 h / 90 °C

1.2: 2 h / 20 - 90 °C

2.1: hydrogen; 10% Pd/C / methanol / 2 h / 20 °C / 2660.18 Torr

3.1: pyridine / dichloromethane / 5 h / 0 °C

4.1: tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; potassium carbonate / tetrahydrofuran / 2.5 h / 20 - 80 °C

With pyridine; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; 10% Pd/C; potassium tert-butylate; hydrogen; potassium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tet.2012.09.075