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

Base Information

• Chemical Name: 10-(p-methoxyphenyl)-phenoxazine-4,6-dimethyldicarboxylate
• CAS No.: 263908-56-1
• Molecular Formula: C₂₃H₁₉NO₆
• Molecular Weight: 405.407
• Mol file: 263908-56-1.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 5 articles about 10-(p-methoxyphenyl)-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: 20.0%

para-iodoanisole (696-62-8) + dimethyl phenoxazine-4,6-dicarboxylate (120033-22-9) → 10-(p-methoxyphenyl)-phenoxazine-4,6-dimethyldicarboxylate (263908-56-1)

Guidance literature:

With (+)-(S)-1-[(R)-2-(Ph₂P)ferrocenyl]ethyl methyl ether; palladium diacetate; caesium carbonate; In 1,4-dioxane; for 24h; Heating;

DOI:10.1021/ja993309v

Reference yield:

phenoxazine (135-67-1) → 10-(p-methoxyphenyl)-phenoxazine-4,6-dimethyldicarboxylate (263908-56-1)

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: 20 percent / Pd(II) acetate; (+)-(S)-1-[(R)-2-(Ph₂P)ferrocenyl]ethyl methyl ether; Cs₂CO₃ / dioxane / 24 h / Heating

With n-butyllithium; (+)-(S)-1-[(R)-2-(Ph₂P)ferrocenyl]ethyl methyl ether; tetrabutyl ammonium fluoride; palladium diacetate; sodium hydride; caesium carbonate; In tetrahydrofuran; 1,4-dioxane; methanol; 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:

10-(tert-butyldimethylsilyl)-phenoxazine (113202-18-9) → 10-(p-methoxyphenyl)-phenoxazine-4,6-dimethyldicarboxylate (263908-56-1)

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: 20 percent / Pd(II) acetate; (+)-(S)-1-[(R)-2-(Ph₂P)ferrocenyl]ethyl methyl ether; Cs₂CO₃ / dioxane / 24 h / Heating

With n-butyllithium; (+)-(S)-1-[(R)-2-(Ph₂P)ferrocenyl]ethyl methyl ether; tetrabutyl ammonium fluoride; palladium diacetate; caesium carbonate; In tetrahydrofuran; 1,4-dioxane; methanol; Petroleum ether; benzene; 1.1: Metallation / 1.2: Carboxylation / 2.1: Methylation / 3.1: Desilylation / 4.1: Arylation;

DOI:10.1021/ja993309v

upstream raw materials:

para-iodoanisole

dimethyl phenoxazine-4,6-dicarboxylate

phenoxazine

10-(tert-butyldimethylsilyl)-phenoxazine