10-(p-methylphenyl)-phenoxazine-4,6-dimethyldicarboxylate

Base Information

Chemical Name:10-(p-methylphenyl)-phenoxazine-4,6-dimethyldicarboxylate
CAS No.:263908-53-8
Molecular Formula:C₂₃H₁₉NO₅
Molecular Weight:389.408
Hs Code.:

Synonyms:10-(p-methylphenyl)-phenoxazine-4,6-dimethyldicarboxylate

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Chemical Property of 10-(p-methylphenyl)-phenoxazine-4,6-dimethyldicarboxylate

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Technology Process of 10-(p-methylphenyl)-phenoxazine-4,6-dimethyldicarboxylate

There total 5 articles about 10-(p-methylphenyl)-phenoxazine-4,6-dimethyldicarboxylate 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: 70.0%

: 106-38-7
para-bromotoluene

: 120033-22-9
dimethyl phenoxazine-4,6-dicarboxylate

: 263908-53-8
10-(p-methylphenyl)-phenoxazine-4,6-dimethyldicarboxylate

Guidance literature:: With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 100 ℃; for 36h;
DOI:10.1021/ja993309v

Reference yield:

: 135-67-1
phenoxazine

: 263908-53-8
10-(p-methylphenyl)-phenoxazine-4,6-dimethyldicarboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: NaH / tetrahydrofuran / 1 h / Heating

1.2: 77 percent / tetrahydrofuran / 6 h / Heating

2.1: n-BuLi / tetrahydrofuran; petroleum ether / 3 h / 20 °C

2.2: tetrahydrofuran; petroleum ether / 1 h / 20 °C / 775.74 Torr

3.1: 19.4 g / ACS / methanol; benzene; petroleum ether / 0.17 h

4.1: 87 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

5.1: 70 percent / Pd₂(dba)3; (+/-)-BINAP; Cs₂CO₃ / toluene / 36 h / 100 °C

With n-butyllithium; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; tetrabutyl ammonium fluoride; sodium hydride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; methanol; toluene; Petroleum ether; benzene; 1.1: Metallation / 1.2: Silylation / 2.1: Metallation / 2.2: Carboxylation / 3.1: Methylation / 4.1: Desilylation / 5.1: Arylation;
DOI:10.1021/ja993309v

Reference yield:

: 113202-18-9
10-(tert-butyldimethylsilyl)-phenoxazine

: 263908-53-8
10-(p-methylphenyl)-phenoxazine-4,6-dimethyldicarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: n-BuLi / tetrahydrofuran; petroleum ether / 3 h / 20 °C

1.2: tetrahydrofuran; petroleum ether / 1 h / 20 °C / 775.74 Torr

2.1: 19.4 g / ACS / methanol; benzene; petroleum ether / 0.17 h

3.1: 87 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

4.1: 70 percent / Pd₂(dba)3; (+/-)-BINAP; Cs₂CO₃ / toluene / 36 h / 100 °C

With n-butyllithium; tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; tetrabutyl ammonium fluoride; caesium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In tetrahydrofuran; methanol; toluene; Petroleum ether; benzene; 1.1: Metallation / 1.2: Carboxylation / 2.1: Methylation / 3.1: Desilylation / 4.1: Arylation;
DOI:10.1021/ja993309v