3-(9-(2-bromo-5-(dimethylamino)phenyl)-9H-fluoren-9-yl)-N-tosylpyrrole

Base Information

• Chemical Name: 3-(9-(2-bromo-5-(dimethylamino)phenyl)-9H-fluoren-9-yl)-N-tosylpyrrole
• CAS No.: 1291063-41-6
• Molecular Formula: C₃₂H₂₇BrN₂O₂S
• Molecular Weight: 583.549

Synonyms:3-(9-(2-bromo-5-(dimethylamino)phenyl)-9H-fluoren-9-yl)-N-tosylpyrrole

Chemical Property of 3-(9-(2-bromo-5-(dimethylamino)phenyl)-9H-fluoren-9-yl)-N-tosylpyrrole

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Technology Process of 3-(9-(2-bromo-5-(dimethylamino)phenyl)-9H-fluoren-9-yl)-N-tosylpyrrole

There total 3 articles about 3-(9-(2-bromo-5-(dimethylamino)phenyl)-9H-fluoren-9-yl)-N-tosylpyrrole 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%

N-p-toluenesulfonylpyrrole (17639-64-4) + 9-(2-bromo-5-(dimethylamino)phenyl)-9H-fluoren-9-ol (1291063-37-0) → 3-(9-(2-bromo-5-(dimethylamino)phenyl)-9H-fluoren-9-yl)-N-tosylpyrrole (1291063-41-6)

Guidance literature:

With aluminum (III) chloride; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.tet.2011.02.073

Reference yield:

4-bromo-3-iodo-N,N-dimethylaniline (1291063-32-5) → 3-(9-(2-bromo-5-(dimethylamino)phenyl)-9H-fluoren-9-yl)-N-tosylpyrrole (1291063-41-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: isopropylmagnesium bromide / tetrahydrofuran / 4 h / -40 °C

1.2: 17 h / -40 - 20 °C

2.1: aluminum (III) chloride / dichloromethane / 4 h / 20 °C

With aluminum (III) chloride; isopropylmagnesium bromide; In tetrahydrofuran; dichloromethane; 2.1: Friedel Crafts alkylation;

DOI:10.1016/j.tet.2011.02.073

Reference yield:

9-fluorenone (486-25-9,952573-42-1) → 3-(9-(2-bromo-5-(dimethylamino)phenyl)-9H-fluoren-9-yl)-N-tosylpyrrole (1291063-41-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: isopropylmagnesium bromide / tetrahydrofuran / 4 h / -40 °C

1.2: 17 h / -40 - 20 °C

2.1: aluminum (III) chloride / dichloromethane / 4 h / 20 °C

With aluminum (III) chloride; isopropylmagnesium bromide; In tetrahydrofuran; dichloromethane; 2.1: Friedel Crafts alkylation;

DOI:10.1016/j.tet.2011.02.073

upstream raw materials:

4-bromo-3-iodo-N,N-dimethylaniline

N-p-toluenesulfonylpyrrole

9-(2-bromo-5-(dimethylamino)phenyl)-9H-fluoren-9-ol

9-fluorenone

Downstream raw materials:

6'-(N,N-dimethylamino)-1'-tosyl-1'H-spiro[fluorene-9,4'-indeno[1,2-b]pyrrole]

1'-(4-(methoxycarbonyl)benzoyl)-6'-(N,N-dimethyl-amino)-1'H-spiro[fluorene-9,4'-indeno[1,2-b]pyrrole]

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