3,6-dibromo-9-(4-(3-trimethylsiloxy-3-methyl-but-1-ynyl)-phenyl)-carbazole

Base Information

Chemical Name:3,6-dibromo-9-(4-(3-trimethylsiloxy-3-methyl-but-1-ynyl)-phenyl)-carbazole
CAS No.:255829-40-4
Molecular Formula:C₂₆H₂₅Br₂NOSi
Molecular Weight:555.384
Hs Code.:

Synonyms:3,6-dibromo-9-(4-(3-trimethylsiloxy-3-methyl-but-1-ynyl)-phenyl)-carbazole

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Chemical Property of 3,6-dibromo-9-(4-(3-trimethylsiloxy-3-methyl-but-1-ynyl)-phenyl)-carbazole

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Technology Process of 3,6-dibromo-9-(4-(3-trimethylsiloxy-3-methyl-but-1-ynyl)-phenyl)-carbazole

There total 8 articles about 3,6-dibromo-9-(4-(3-trimethylsiloxy-3-methyl-but-1-ynyl)-phenyl)-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: 100.0%

: 75-77-4
chloro-trimethyl-silane

: 255829-39-1
3,6-dibromo-9-(4-(3-hydroxy-3-methyl-but-1-ynyl)-phenyl)-carbazole

: 255829-40-4
3,6-dibromo-9-(4-(3-trimethylsiloxy-3-methyl-but-1-ynyl)-phenyl)-carbazole

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃; for 12h;
DOI:10.1021/jo991167h

Reference yield:

: 52708-37-9
4-(9H-carbazol-9-yl)aniline

: 255829-40-4
3,6-dibromo-9-(4-(3-trimethylsiloxy-3-methyl-but-1-ynyl)-phenyl)-carbazole

Guidance literature:: Multi-step reaction with 5 steps

1.1: BF₃*Et₂O; tert-butyl nitrite / tetrahydrofuran / 0.33 h / cooling

1.2: 86 percent / K₂CO₃

2.1: 94 percent / MeI / 14 h / 110 °C

3.1: 99 percent / Br₂ / CH₂Cl₂ / 0.17 h / cooling

4.1: 88 percent / CuI; PPh₃; piperidine / Pd(dba)2 / 20 °C

5.1: 100 percent / Et₃N; DMAP / CH₂Cl₂ / 12 h / 20 °C

With piperidine; dmap; copper(l) iodide; tert.-butylnitrite; boron trifluoride diethyl etherate; bromine; triethylamine; triphenylphosphine; methyl iodide; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; 1.1: Diazotization / 1.2: Addition / 2.1: Substitution / 3.1: Bromination / 4.1: Sonogashira coupling / 5.1: Substitution;
DOI:10.1021/jo991167h

Reference yield:

: 16982-76-6
9-(4-nitrophenyl)-9H-carbazole

: 255829-40-4
3,6-dibromo-9-(4-(3-trimethylsiloxy-3-methyl-but-1-ynyl)-phenyl)-carbazole

Guidance literature:: Multi-step reaction with 6 steps

1.1: SnCl₂

2.1: BF₃*Et₂O; tert-butyl nitrite / tetrahydrofuran / 0.33 h / cooling

2.2: 86 percent / K₂CO₃

3.1: 94 percent / MeI / 14 h / 110 °C

4.1: 99 percent / Br₂ / CH₂Cl₂ / 0.17 h / cooling

5.1: 88 percent / CuI; PPh₃; piperidine / Pd(dba)2 / 20 °C

6.1: 100 percent / Et₃N; DMAP / CH₂Cl₂ / 12 h / 20 °C

With piperidine; dmap; copper(l) iodide; tert.-butylnitrite; boron trifluoride diethyl etherate; bromine; triethylamine; triphenylphosphine; tin(ll) chloride; methyl iodide; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; 1.1: Reduction / 2.1: Diazotization / 2.2: Addition / 3.1: Substitution / 4.1: Bromination / 5.1: Sonogashira coupling / 6.1: Substitution;
DOI:10.1021/jo991167h