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4-Bromo-9H-fluoren-9-one
Cas No: 4269-17-4
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4-bromo-9H-fluoren-9-one
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High Quality 99% 4269-17-4 4-Bromo-9-Fluorenone Manufacturer
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4-Bromo-9H-fluoren-9-one
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4-bromo-9H-fluoren-9-one
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BLOOM TECH Advanced API/Technology support 4-broMo-9H-fluoren-9-one CAS 4269-17-4
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4269-17-4 Usage

InChI:InChI=1/C13H7BrO/c14-11-7-3-6-10-12(11)8-4-1-2-5-9(8)13(10)15/h1-7H

4269-17-4SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-bromofluoren-9-one

1.2 Other means of identification

Product number -
Other names 4-bromofluorenone

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4269-17-4 SDS

4269-17-4Synthetic route

bromobenzene
108-86-1

bromobenzene

3-Bromopropionyl chloride
15486-96-1

3-Bromopropionyl chloride

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
ConditionsYield
Stage #1: bromobenzene In dichloromethane at 5℃; for 0.5h;
Stage #2: 3-Bromopropionyl chloride In dichloromethane at 5 - 20℃; for 16h;
Stage #3: With trifluorormethanesulfonic acid In dichloromethane at 90℃; for 4h; Temperature; Reagent/catalyst;
88.5%
2'-bromo-[1,1'-biphenyl]-2-carbonitrile
54245-41-9

2'-bromo-[1,1'-biphenyl]-2-carbonitrile

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
ConditionsYield
With sulfuric acid; acetic acid for 12h; Reflux;80%
With dichloro bis(acetonitrile) palladium(II); water; silver trifluoroacetate In N,N-dimethyl acetamide; trifluoroacetic acid at 140℃; for 72h; Heck Reaction; Glovebox; Inert atmosphere;57%
With sulfuric acid
ethyl 2’-bromo-[1,1’-biphenyl]-2-carboxylate
690260-87-8

ethyl 2’-bromo-[1,1’-biphenyl]-2-carboxylate

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
ConditionsYield
With methanesulfonic acid at 100℃; for 14h;61%
9-fluorenone
486-25-9

9-fluorenone

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
ConditionsYield
With N-Bromosuccinimide; sulfuric acid In dichloromethane at 20℃; for 12h;47.9%
1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

(S)-2-(3-bromo-2-iodophenyl)-4-isopropyl-4,5-dihydrooxazole

(S)-2-(3-bromo-2-iodophenyl)-4-isopropyl-4,5-dihydrooxazole

A

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

B

(4S)-2-(6-bromo-2'-iodo-(1,1'-biphenyl)-2-yl)-4-isopropyl-4,5-dihydrooxazole

(4S)-2-(6-bromo-2'-iodo-(1,1'-biphenyl)-2-yl)-4-isopropyl-4,5-dihydrooxazole

Conditions
ConditionsYield
Stage #1: (S)-2-(3-bromo-2-iodophenyl)-4-isopropyl-4,5-dihydrooxazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25h; Inert atmosphere;
Stage #2: 1-Bromo-2-iodobenzene In tetrahydrofuran; hexane at -78℃; Inert atmosphere;
Stage #3: With n-butyllithium In tetrahydrofuran; hexane at -78 - 25℃; for 12h; Inert atmosphere; diastereoselective reaction;
A 20%
B 46%
Stage #1: (S)-2-(3-bromo-2-iodophenyl)-4-isopropyl-4,5-dihydrooxazole With n-butyllithium In tetrahydrofuran; hexane at -78℃;
Stage #2: 1-Bromo-2-iodobenzene In tetrahydrofuran; hexane at -78℃; for 12h; Overall yield = 46 %; Overall yield = 234 mg; diastereoselective reaction;
A n/a
B n/a
furfural
98-01-1

furfural

2-bromo-2’-iodo-1,1’-biphenyl
39655-12-4

2-bromo-2’-iodo-1,1’-biphenyl

A

9-fluorenone
486-25-9

9-fluorenone

B

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
ConditionsYield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; 1,3-bis-(diphenylphosphino)propane; sodium carbonate In 5,5-dimethyl-1,3-cyclohexadiene at 150℃; for 48h; Inert atmosphere;A 18%
B 31%
4-bromo-9H-fluorene
19459-33-7

4-bromo-9H-fluorene

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

4-aminofluorenone
4269-15-2

4-aminofluorenone

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
ConditionsYield
With hydrogen bromide Diazotization.Erhitzen mit CuBr und wss. HBr;
(2-amino-3-bromophenyl)(phenyl)methanone

(2-amino-3-bromophenyl)(phenyl)methanone

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

4-Brom-1-amino-fluorenon-(9)
16149-47-6

4-Brom-1-amino-fluorenon-(9)

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
ConditionsYield
(i) NaNO2, aq. HCl, (ii) H3PO2; Multistep reaction;
2'-bromo-biphenyl-carboxylic acid-(2)

2'-bromo-biphenyl-carboxylic acid-(2)

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
ConditionsYield
With sulfuric acid at 45 - 50℃;
4-bromo-fluoren-9-ol
99514-93-9

4-bromo-fluoren-9-ol

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: acetic acid; aqueous HI
2: acetic acid; Na2Cr2O7
View Scheme
1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: Cu
2: Py / dimethylformamide
3: aq. H2SO4
View Scheme
2,2'-dibromobiphenyl
13029-09-9

2,2'-dibromobiphenyl

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Py / dimethylformamide
2: aq. H2SO4
View Scheme
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 0.67 h / -78 °C / Inert atmosphere
1.2: Inert atmosphere
2.1: sulfuric acid / water / 2 h / 50 °C
View Scheme
Multi-step reaction with 2 steps
1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -78 °C
1.2: 18 h / -78 - 20 °C
2.1: sulfuric acid / 2 h / 0 - 50 °C
View Scheme
1-amino-9H-fluoren-9-one
6344-62-3

1-amino-9H-fluoren-9-one

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Br2, AcOH
2: (i) NaNO2, aq. HCl, (ii) H3PO2
View Scheme
2'-bromo-[1,1'-biphenyl]-2-carboxylic acid
69200-16-4

2'-bromo-[1,1'-biphenyl]-2-carboxylic acid

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
ConditionsYield
With sulfuric acid In water at 50℃; for 2h;
With sulfuric acid at 0 - 50℃; for 2h;36 g
1-Bromo-2-iodobenzene
583-55-1

1-Bromo-2-iodobenzene

o-cyanophenylboronic acid-1,3-propylene glycol ester
172732-52-4

o-cyanophenylboronic acid-1,3-propylene glycol ester

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Pd(PPh3)2Cl2; tripotassium phosphate "n" hydrate / toluene / 12 h / 100 °C / Schlenk technique; Inert atmosphere
2: water; silver trifluoroacetate; dichloro bis(acetonitrile) palladium(II) / trifluoroacetic acid; N,N-dimethyl acetamide / 72 h / 140 °C / Glovebox; Inert atmosphere
View Scheme
2-Cyanophenylboronic acid
138642-62-3

2-Cyanophenylboronic acid

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: toluene / 2 h / 110 °C
2: Pd(PPh3)2Cl2; tripotassium phosphate "n" hydrate / toluene / 12 h / 100 °C / Schlenk technique; Inert atmosphere
3: water; silver trifluoroacetate; dichloro bis(acetonitrile) palladium(II) / trifluoroacetic acid; N,N-dimethyl acetamide / 72 h / 140 °C / Glovebox; Inert atmosphere
View Scheme
methyl 2-iodo-3-bromobenzoate
121772-84-7

methyl 2-iodo-3-bromobenzoate

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran / 0.5 h / Inert atmosphere
1.2: 0.33 h / Reflux
2.1: sodium hydroxide; ethanol / 6 h
3.1: methanesulfonic acid / 24 h / 30 °C
View Scheme
Multi-step reaction with 3 steps
1.1: tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran / 0.5 h / Inert atmosphere
1.2: Reflux
2.1: sodium hydroxide / ethanol / 6 h / Reflux
3.1: methanesulfonic acid / 24 h / 30 °C
View Scheme
phenylboronic acid
98-80-6

phenylboronic acid

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran / 0.5 h / Inert atmosphere
1.2: 0.33 h / Reflux
2.1: sodium hydroxide; ethanol / 6 h
3.1: methanesulfonic acid / 24 h / 30 °C
View Scheme
Multi-step reaction with 3 steps
1.1: tetrakis(triphenylphosphine) palladium(0) / tetrahydrofuran / 0.5 h / Inert atmosphere
1.2: Reflux
2.1: sodium hydroxide / ethanol / 6 h / Reflux
3.1: methanesulfonic acid / 24 h / 30 °C
View Scheme
C14H11BrO2

C14H11BrO2

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: sodium hydroxide; ethanol / 6 h
2: methanesulfonic acid / 24 h / 30 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium hydroxide / ethanol / 6 h / Reflux
2: methanesulfonic acid / 24 h / 30 °C
View Scheme
6-bromo-biphenyl-2-carboxylic acid

6-bromo-biphenyl-2-carboxylic acid

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

Conditions
ConditionsYield
With methanesulfonic acid at 30℃; for 24h;
With methanesulfonic acid at 30℃; for 24h;
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

phenylmagnesium bromide
100-58-3

phenylmagnesium bromide

2-bromo-9-phenyl-9H-fluoren-9-ol
736928-22-6

2-bromo-9-phenyl-9H-fluoren-9-ol

Conditions
ConditionsYield
In tetrahydrofuran at 0℃; for 0.333333h;100%
9-(2-bromophenyl)-9H-carbazole
902518-11-0

9-(2-bromophenyl)-9H-carbazole

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

C31H18BrN

C31H18BrN

Conditions
ConditionsYield
Stage #1: 9-(2-bromophenyl)-9H-carbazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran; hexane at -78℃; for 3.67h;
Stage #3: With sulfuric acid; acetic acid for 4h; Reflux;
97%
Stage #1: 9-(2-bromophenyl)-9H-carbazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran; hexane at -78 - 20℃; for 3.66667h;
97%
Stage #1: 9-(2-bromophenyl)-9H-carbazole With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran; hexane at -78 - 20℃; for 3.67h;
Stage #3: With sulfuric acid; acetic acid for 4h; Reflux;
97%
Stage #1: 9-(2-bromophenyl)-9H-carbazole With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;
Stage #3: With hydrogenchloride; acetic acid for 12h; Reflux;
65%
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

2,4,7-tribromo-9H-fluoren-9-one

2,4,7-tribromo-9H-fluoren-9-one

Conditions
ConditionsYield
With bromine In dichloromethane at 0 - 20℃; for 6h;92%
With bromine In dichloromethane at 20℃; for 6h;90%
With bromine In dichloromethane at 20℃; for 6h; Cooling with ice;90%
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

2,3-di-(4-tert-butylphenyl)-1,4-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene

2,3-di-(4-tert-butylphenyl)-1,4-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene

4,4'-(4,4''-di-tert-butyl-[1,1':2',1''-terphenyl]-3',6'-diyl)bis(9H-fluoren-9-one)

4,4'-(4,4''-di-tert-butyl-[1,1':2',1''-terphenyl]-3',6'-diyl)bis(9H-fluoren-9-one)

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; potassium carbonate; XPhos In 1,4-dioxane; water at 100℃; for 24h; Suzuki Coupling; Schlenk technique; Sealed tube; Inert atmosphere;91%
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

phenol
108-95-2

phenol

4-bromospiro[fluorene-9,9′-xanthene]

4-bromospiro[fluorene-9,9′-xanthene]

Conditions
ConditionsYield
With trichlorophosphate at 120℃;87%
With trichlorophosphate
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

1-(2-bromophenyl)naphthalene
18937-92-3

1-(2-bromophenyl)naphthalene

C29H19BrO

C29H19BrO

Conditions
ConditionsYield
Stage #1: 1-(2-bromophenyl)naphthalene With n-butyllithium In tetrahydrofuran at -78℃; Inert atmosphere;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran at 20℃; Inert atmosphere;
Stage #3: With water In tetrahydrofuran Inert atmosphere;
85.7%
Stage #1: 1-(2-bromophenyl)naphthalene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran; hexane at -78 - 20℃;
84%
Stage #1: 1-(2-bromophenyl)naphthalene With n-butyllithium In tetrahydrofuran at -78℃; for 2h; Inert atmosphere;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran at -78 - 20℃; for 12h; Inert atmosphere;
Stage #3: With hydrogenchloride In tetrahydrofuran; water for 0.5h; Inert atmosphere;
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

2-bromo-4,4’-dichloro-1,1’-biphenyl
179526-95-5

2-bromo-4,4’-dichloro-1,1’-biphenyl

C25H16BrClO

C25H16BrClO

Conditions
ConditionsYield
Stage #1: 2-bromo-4,4’-dichloro-1,1’-biphenyl With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.5h;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran; hexane at 20℃; for 1h;
85%
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

phenylboronic acid
98-80-6

phenylboronic acid

4-phenyl-9H-fluoren-9-one
4269-14-1

4-phenyl-9H-fluoren-9-one

Conditions
ConditionsYield
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium carbonate In N,N-dimethyl-formamide at 150℃; Suzuki-Miyaura Coupling; Inert atmosphere;84%
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

2-nitrophenylboronic acid
5570-19-4

2-nitrophenylboronic acid

C19H11NO3

C19H11NO3

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); bis(tri-t-butylphosphine)palladium(0); potassium carbonate In tetrahydrofuran; water for 2h; Reflux;84%
9-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole
785051-54-9

9-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)-9H-carbazole

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

4-(4-(9Hcarbazol-9-yl)phenyl)-9H-fluoren-9-one

4-(4-(9Hcarbazol-9-yl)phenyl)-9H-fluoren-9-one

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 100℃; Suzuki-Miyaura Coupling; Inert atmosphere;82%
2-(9,9'-spirobi[fluoren]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1161009-89-7

2-(9,9'-spirobi[fluoren]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

4-(9,9'-spirobifluorene-4-yl)-9H-fluoren-9-one
1257321-43-9

4-(9,9'-spirobifluorene-4-yl)-9H-fluoren-9-one

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In tetrahydrofuran; water for 48h; Suzuki coupling; Reflux; Inert atmosphere;81%
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

2-(2-bromophenyl)dibenzo[b,e][1,4]dioxine

2-(2-bromophenyl)dibenzo[b,e][1,4]dioxine

4-bromo-9-(2-(dibenzo[b,e][1,4]dioxin-2-yl)phenyl)-9H-fluoren-9-ol

4-bromo-9-(2-(dibenzo[b,e][1,4]dioxin-2-yl)phenyl)-9H-fluoren-9-ol

Conditions
ConditionsYield
Stage #1: 2-(2-bromophenyl)dibenzo[b,e][1,4]dioxine With n-butyllithium In tetrahydrofuran at -78℃; for 1h;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran at 20℃; for 3h;
80%
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

2,5-di-(4-tert-butylphenyl)-1,4-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene

2,5-di-(4-tert-butylphenyl)-1,4-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzene

4,4'-(4,4''-di-tert-butyl-[1,1':4',1''-terphenyl]-2',5'-diyl)bis(9H-fluoren-9-one)

4,4'-(4,4''-di-tert-butyl-[1,1':4',1''-terphenyl]-2',5'-diyl)bis(9H-fluoren-9-one)

Conditions
ConditionsYield
With tris(dibenzylideneacetone)dipalladium(0) chloroform complex; potassium carbonate; XPhos In 1,4-dioxane; water at 100℃; for 24h; Suzuki Coupling; Schlenk technique; Sealed tube; Inert atmosphere;79%
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

C18H11Br

C18H11Br

C31H17Br

C31H17Br

Conditions
ConditionsYield
Stage #1: C18H11Br With n-butyllithium In tetrahydrofuran; hexane at -78 - 70℃; for 0.5h; Inert atmosphere;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran; hexane for 1.5h; Inert atmosphere;
Stage #3: With hydrogenchloride; acetic acid for 4h; Reflux;
78%
2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
61676-62-8

2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

2-(9,9'-spirobi[fluoren]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1161009-89-7

2-(9,9'-spirobi[fluoren]-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Conditions
ConditionsYield
With n-butyllithium In tetrahydrofuran at -78 - 20℃; for 1h; Inert atmosphere;77%
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

1-(2-bromophenyl)naphthalene
18937-92-3

1-(2-bromophenyl)naphthalene

C29H17Br

C29H17Br

Conditions
ConditionsYield
Stage #1: 1-(2-bromophenyl)naphthalene With n-butyllithium In tetrahydrofuran at -78℃; for 1h;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran at 18 - 28℃; for 12h;
Stage #3: With hydrogenchloride; acetic acid at 120℃; for 5h;
75%
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

N-(2-bromophenyl)-N-phenylbenzenamine
78600-31-4

N-(2-bromophenyl)-N-phenylbenzenamine

4'-bromo-10-phenyl-10H-spiro[acridine-9,9'-fluorene]

4'-bromo-10-phenyl-10H-spiro[acridine-9,9'-fluorene]

Conditions
ConditionsYield
Stage #1: N-(2-bromophenyl)-N-phenylbenzenamine With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h; Inert atmosphere; Schlenk technique; Glovebox;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran; hexane at -78 - 25℃; for 21h; Inert atmosphere; Schlenk technique; Glovebox;
73%
Stage #1: N-(2-bromophenyl)-N-phenylbenzenamine With n-butyllithium In tetrahydrofuran; hexane at -78℃; Inert atmosphere; Schlenk technique;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran; hexane at -78 - 20℃; for 13h; Friedel-Crafts Alkylation; Inert atmosphere; Schlenk technique;
Stage #3: With hydrogenchloride; acetic acid In water for 2h; Reflux;
56%
Stage #1: 4-bromo-9H-fluorene-9-one; N-(2-bromophenyl)-N-phenylbenzenamine With n-butyllithium In tetrahydrofuran
Stage #2: With hydrogenchloride; acetic acid
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

2-iodobiphenyl
2113-51-1

2-iodobiphenyl

C25H17BrO

C25H17BrO

Conditions
ConditionsYield
Stage #1: 2-iodobiphenyl With n-butyllithium In tetrahydrofuran at -78℃; for 1h;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran
73%
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

C36H26N4

C36H26N4

C49H32N4O

C49H32N4O

Conditions
ConditionsYield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; sodium t-butanolate In toluene for 14h; Inert atmosphere; Reflux;73%
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

C18H11Br

C18H11Br

C31H17Br

C31H17Br

Conditions
ConditionsYield
Stage #1: C18H11Br With n-butyllithium In tetrahydrofuran; hexane at -78 - -70℃; for 0.5h; Inert atmosphere;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran; hexane at -70 - 20℃; for 1.5h; Inert atmosphere;
Stage #3: With hydrogenchloride; acetic acid In water for 4h; Reflux;
73%
9-(2-bromophenyl)-9H-carbazole
902518-11-0

9-(2-bromophenyl)-9H-carbazole

4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

C31H20BrNO

C31H20BrNO

Conditions
ConditionsYield
Stage #1: 9-(2-bromophenyl)-9H-carbazole With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran at -78 - 20℃;
72%
With n-butyllithium In tetrahydrofuran at -78℃;
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

10-(2-bromophenyl)-10H-phenoxazine
131013-62-2

10-(2-bromophenyl)-10H-phenoxazine

4-bromooxacyclospirofluorenetriphenylamine

4-bromooxacyclospirofluorenetriphenylamine

Conditions
ConditionsYield
Stage #1: 10-(2-bromophenyl)-10H-phenoxazine With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran at -78 - 20℃; for 13h; Inert atmosphere;
70%
Stage #1: 10-(2-bromophenyl)-10H-phenoxazine With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran at 20℃; for 2h; Inert atmosphere;
Stage #3: With hydrogenchloride; acetic acid for 12h; Reflux;
62%
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

1-(2-bromophenoxy)naphthalene

1-(2-bromophenoxy)naphthalene

4-bromo-9-(2-(naphthalen-1-yloxy)phenyl)-9H-fluoren-9-ol

4-bromo-9-(2-(naphthalen-1-yloxy)phenyl)-9H-fluoren-9-ol

Conditions
ConditionsYield
Stage #1: 1-(2-bromophenoxy)naphthalene With n-butyllithium In tetrahydrofuran at -78℃; for 3.5h; Inert atmosphere;
Stage #2: 4-bromo-9H-fluorene-9-one With n-butyllithium In tetrahydrofuran for 12h; Inert atmosphere;
67%
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

C18H13Br

C18H13Br

C31H19Br

C31H19Br

Conditions
ConditionsYield
Stage #1: C18H13Br With n-butyllithium In tetrahydrofuran; hexane at -78 - -70℃; for 0.5h; Inert atmosphere;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran; hexane at -70 - 20℃; for 1.5h; Inert atmosphere;
Stage #3: With hydrogenchloride; acetic acid In water for 4h; Reflux;
66%
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

4-(2-bromophenyl)-dibenzothiophene
143546-42-3

4-(2-bromophenyl)-dibenzothiophene

C31H17BrS

C31H17BrS

Conditions
ConditionsYield
Stage #1: 4-(2-bromophenyl)-dibenzothiophene With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1h;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran; hexane at 20℃;
Stage #3: With hydrogenchloride In ethanol at 75℃;
65%
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

2-bromo-3-phenylfuran

2-bromo-3-phenylfuran

4-bromospiro[fluorene-9,8'-indeno[2,1-b]furan]

4-bromospiro[fluorene-9,8'-indeno[2,1-b]furan]

Conditions
ConditionsYield
Stage #1: 2-bromo-3-phenylfuran With magnesium In tetrahydrofuran at 40℃; for 1h; Inert atmosphere;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran for 5h; Reflux; Inert atmosphere;
55.1%
4-bromo-9H-fluorene-9-one
4269-17-4

4-bromo-9H-fluorene-9-one

4-N,N-diphenylamino-1-bromobenzene
36809-26-4

4-N,N-diphenylamino-1-bromobenzene

C31H22BrO2P

C31H22BrO2P

Conditions
ConditionsYield
Stage #1: 4-N,N-diphenylamino-1-bromobenzene With n-butyllithium In tetrahydrofuran at -78℃; for 1h; Inert atmosphere;
Stage #2: 4-bromo-9H-fluorene-9-one In tetrahydrofuran at 20℃; for 1h; Inert atmosphere;
50%

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