9-Benzyl-1-methoxy-6-(2-methyl-[1,3]dioxolan-2-yl)-5-nitromethyl-9H-carbazole

Base Information

Chemical Name:9-Benzyl-1-methoxy-6-(2-methyl-[1,3]dioxolan-2-yl)-5-nitromethyl-9H-carbazole
CAS No.:178047-54-6
Molecular Formula:C₂₅H₂₄N₂O₅
Molecular Weight:432.476
Hs Code.:

Synonyms:9-Benzyl-1-methoxy-6-(2-methyl-[1,3]dioxolan-2-yl)-5-nitromethyl-9H-carbazole

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Chemical Property of 9-Benzyl-1-methoxy-6-(2-methyl-[1,3]dioxolan-2-yl)-5-nitromethyl-9H-carbazole

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Technology Process of 9-Benzyl-1-methoxy-6-(2-methyl-[1,3]dioxolan-2-yl)-5-nitromethyl-9H-carbazole

There total 7 articles about 9-Benzyl-1-methoxy-6-(2-methyl-[1,3]dioxolan-2-yl)-5-nitromethyl-9H-carbazole 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: 73.0%

: 178047-53-5
9-Benzyl-8-methoxy-3-(2-methyl-[1,3]dioxolan-2-yl)-4-nitromethyl-2,3,4,9-tetrahydro-1H-carbazole

: 178047-54-6
9-Benzyl-1-methoxy-6-(2-methyl-[1,3]dioxolan-2-yl)-5-nitromethyl-9H-carbazole

Guidance literature:: With chloranil; In xylene; for 24h;
DOI:10.1016/0040-4020(96)00271-2

Reference yield:

: 30464-91-6
7-methoxy-1H-indole-2-carbaldehyde

: 178047-54-6
9-Benzyl-1-methoxy-6-(2-methyl-[1,3]dioxolan-2-yl)-5-nitromethyl-9H-carbazole

Guidance literature:: Multi-step reaction with 8 steps

1: 96 percent / 1.) tetrabutylammonium bromide, 50 percent aq. NaOH / benzene / 35 °C

2: 68 percent / hexamethyldisilazane, n-butyllithium / tetrahydrofuran / 2 h / Ambient temperature

3: 95 percent / H₂ / Pd/C 5 percent / methanol

4: 67 percent / CF₃COOH / CH₂Cl₂ / 5 h / 0 °C

5: 85 percent / oxalyl chloride / dimethylsulfoxide; CH₂Cl₂ / 3 h / -63 °C

6: 50 percent / Triton B / tetrahydrofuran / Ambient temperature

7: 90 percent / BF₃-etherate / CH₂Cl₂ / 0 - 20 °C

8: 73 percent / p-chloranil / xylene / 24 h

With sodium hydroxide; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; tetrabutylammomium bromide; hydrogen; N-benzyl-trimethylammonium hydroxide; chloranil; 1,1,1,3,3,3-hexamethyl-disilazane; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; xylene; benzene;
DOI:10.1016/0040-4020(96)00271-2

Reference yield:

: N-benzyl-2-(4-hydroxypent-1-enyl)-7-methoxyindole

: 178047-54-6
9-Benzyl-1-methoxy-6-(2-methyl-[1,3]dioxolan-2-yl)-5-nitromethyl-9H-carbazole

Guidance literature:: Multi-step reaction with 6 steps

1: 95 percent / H₂ / Pd/C 5 percent / methanol

2: 67 percent / CF₃COOH / CH₂Cl₂ / 5 h / 0 °C

3: 85 percent / oxalyl chloride / dimethylsulfoxide; CH₂Cl₂ / 3 h / -63 °C

4: 50 percent / Triton B / tetrahydrofuran / Ambient temperature

5: 90 percent / BF₃-etherate / CH₂Cl₂ / 0 - 20 °C

6: 73 percent / p-chloranil / xylene / 24 h

With oxalyl dichloride; boron trifluoride diethyl etherate; hydrogen; N-benzyl-trimethylammonium hydroxide; chloranil; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; xylene;
DOI:10.1016/0040-4020(96)00271-2