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  • Hot Supply Top Quality 4-Bromo-2-Fluoroanisole / 4-Bromo-2-fluoro-1-methoxybenzene/ 2-FLUORO-4-BROMOANISOLE in Stock 100% Safe Customs Clearance

    Cas No: 2357-52-0

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2357-52-0 Usage

Chemical Properties

CLEAR VERY SLIGHTLY YELLOW LIQUID

Uses

4-Bromo-2-fluoroanisole has been used in the synthesis of:1,4-bis[(3′-fluoro-4′-n alkoxyphenyl)ethynyl]benzenes with n=1-127-fluoro-6-methoxy-1-methyl-2-naphthaldehyde5,7-difluoro-6-methoxy-1-methyl-2-naphthaldehydeliquid crystals with terminal difluoromethoxy group and backbone of phenylbicyclohexane

General Description

The IR and FT-IR spectra of 4-bromo-2-fluoroanisole have been investigated.

Check Digit Verification of cas no

The CAS Registry Mumber 2357-52-0 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,3,5 and 7 respectively; the second part has 2 digits, 5 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 2357-52:
(6*2)+(5*3)+(4*5)+(3*7)+(2*5)+(1*2)=80
80 % 10 = 0
So 2357-52-0 is a valid CAS Registry Number.
InChI:InChI=1/C7H6BrFO/c1-10-7-3-2-5(8)4-6(7)9/h2-4H,1H3

2357-52-0 Well-known Company Product Price

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  • Alfa Aesar

  • (A10948)  4-Bromo-2-fluoroanisole, 97%   

  • 2357-52-0

  • 5g

  • 321.0CNY

  • Detail
  • Alfa Aesar

  • (A10948)  4-Bromo-2-fluoroanisole, 97%   

  • 2357-52-0

  • 25g

  • 1363.0CNY

  • Detail
  • Alfa Aesar

  • (A10948)  4-Bromo-2-fluoroanisole, 97%   

  • 2357-52-0

  • 100g

  • 4565.0CNY

  • Detail

2357-52-0SDS

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-bromo-2-fluoro-1-methoxybenzene

1.2 Other means of identification

Product number -
Other names p-bromo-o-fluoroanisole

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:2357-52-0 SDS

2357-52-0Synthetic route

1-fluoro-2-methoxybenzene
321-28-8

1-fluoro-2-methoxybenzene

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

Conditions
ConditionsYield
With N-Bromosuccinimide at 20℃; for 0.5h; regioselective reaction;96%
With sodium bicarbonate; bromine; sodium hydrogensulfite In chloroform; water94%
With bromine In chloroform for 3h; Ambient temperature;92%
4-bromo-2-fluorophenol
2105-94-4

4-bromo-2-fluorophenol

methyl iodide
74-88-4

methyl iodide

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;70%
With potassium carbonate In acetone at 0 - 60℃; for 48h;
With potassium carbonate In acetone at 0 - 60℃; for 48h;
With potassium carbonate In acetone at 0 - 60℃; for 48h;
methanol
67-56-1

methanol

1-bromo-3,4-difluorobenzene
348-61-8

1-bromo-3,4-difluorobenzene

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

Conditions
ConditionsYield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In 2,2,2-trifluoroethanol; 1,2-dichloro-ethane at 40℃; for 48h; Irradiation;64%
3-fluoro-4-methoxyaniline
366-99-4

3-fluoro-4-methoxyaniline

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite Behandeln des Reaktionsgemisches mit Kupfer(I)-bromid und wss. Bromwasserstoffsaeure;
5-bromo-2-methoxy-benzenediazonium; tetrafluoroborate

5-bromo-2-methoxy-benzenediazonium; tetrafluoroborate

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

Conditions
ConditionsYield
beim Erhitzen;
5-bromo-2-methoxy-benzenediazonium-(1)-tetrafluoroborate

5-bromo-2-methoxy-benzenediazonium-(1)-tetrafluoroborate

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

1-bromo-4-methoxy-benzene
104-92-7

1-bromo-4-methoxy-benzene

A

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

B

5-bromo-1,3-difluoro-2-methoxy-benzene
104197-14-0

5-bromo-1,3-difluoro-2-methoxy-benzene

Conditions
ConditionsYield
With formic acid; fluorine at 10℃; for 1.75h; Fluorination; Title compound not separated from byproducts;A 43 % Spectr.
B 15 % Spectr.
bromobenzene
108-86-1

bromobenzene

(iso-C4 H9)2 AlH

(iso-C4 H9)2 AlH

Cl2 Pd(PPh3)2

Cl2 Pd(PPh3)2

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

Conditions
ConditionsYield
With magnesium In tetrahydrofuran; hexane; nitrogen
2-fluorophenol
367-12-4

2-fluorophenol

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: potassium carbonate / tetrahydrofuran / 1 h / 50 °C
2: N-Bromosuccinimide / acetonitrile / 3 h / 70 °C
View Scheme
ethyl 3,3-dicyano-2-methylprop-2-enoate
24878-26-0

ethyl 3,3-dicyano-2-methylprop-2-enoate

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

ethyl 3,3-dicyano-2-(3-fluoro-4-methoxyphenyl)-2-methylpropanoate

ethyl 3,3-dicyano-2-(3-fluoro-4-methoxyphenyl)-2-methylpropanoate

Conditions
ConditionsYield
Stage #1: 3-fluoro-4-methoxyphenyl bromide With iodine; magnesium; lithium chloride In ethylene dibromide at 20℃; for 1h; Inert atmosphere;
Stage #2: ethyl 3,3-dicyano-2-methylprop-2-enoate In benzene at -40℃; for 0.5h; Inert atmosphere; regioselective reaction;
95%
3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

bis(pinacol)diborane
73183-34-3

bis(pinacol)diborane

2-(3-fluoro-4-methoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
754226-34-1

2-(3-fluoro-4-methoxyphenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane

Conditions
ConditionsYield
With 10H-phenothiazine; caesium carbonate In acetonitrile for 24h; Irradiation; Sealed tube; Inert atmosphere;95%
With meso-tetra(p-tolyl)porphinato-palladium(II); potassium acetate In 1,4-dioxane at 110℃; for 8h; Miyaura Borylation Reaction; chemoselective reaction;70%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In 1,4-dioxane at 80℃; for 3h; Inert atmosphere;
2-amino-N-(4-fluorophenyl)nicotinamide
949559-59-5

2-amino-N-(4-fluorophenyl)nicotinamide

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

2-(3-fluoro-4-methoxyphenylamino)-N-(4-fluorophenyl)nicotinamide
949559-60-8

2-(3-fluoro-4-methoxyphenylamino)-N-(4-fluorophenyl)nicotinamide

Conditions
ConditionsYield
With caesium carbonate; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 90℃; for 48h;93%
3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

phenylboronic acid
98-80-6

phenylboronic acid

3-fluoro-4-methoxy-biphenyl
106291-23-0

3-fluoro-4-methoxy-biphenyl

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In 1,4-dioxane; water at 90℃; for 16h;93%
3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

magnesium
7439-95-4

magnesium

lithium chloride

lithium chloride

zinc(II) chloride
7646-85-7

zinc(II) chloride

C7H6ClFOZn*MgCl2*LiCl

C7H6ClFOZn*MgCl2*LiCl

Conditions
ConditionsYield
Stage #1: 3-fluoro-4-methoxyphenyl bromide; magnesium; lithium chloride In tetrahydrofuran at 20℃; Inert atmosphere; Schlenk technique;
Stage #2: zinc(II) chloride In tetrahydrofuran at 0 - 20℃; for 0.25h; Inert atmosphere; Schlenk technique;
92%
3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

copper(l) cyanide

copper(l) cyanide

3-fluoro-4-methoxybenzonitrile
331-62-4

3-fluoro-4-methoxybenzonitrile

Conditions
ConditionsYield
In N,N-dimethyl-formamide at 120℃;91%
styrene
292638-84-7

styrene

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

E-1-(phenyl)-2-(3'-fluoro-4'-methoxyphenyl)ethene

E-1-(phenyl)-2-(3'-fluoro-4'-methoxyphenyl)ethene

Conditions
ConditionsYield
With potassium carbonate In water; dimethyl sulfoxide at 90℃; for 10h; Heck Reaction; Green chemistry;91%
2-(3,4,5-trimethoxyphenyl)-4-tert.-butyldimethylsilyoxy-cyclopent-2-en-1-one
631900-75-9

2-(3,4,5-trimethoxyphenyl)-4-tert.-butyldimethylsilyoxy-cyclopent-2-en-1-one

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

magnesium
7439-95-4

magnesium

C27H37FO6Si

C27H37FO6Si

Conditions
ConditionsYield
Stage #1: 3-fluoro-4-methoxyphenyl bromide; magnesium In tetrahydrofuran at 20℃; for 2h; Argon atmosphere;
Stage #2: 2-(3,4,5-trimethoxyphenyl)-4-tert.-butyldimethylsilyoxy-cyclopent-2-en-1-one In tetrahydrofuran at 0 - 20℃; for 3h; Argon atmosphere;
90%
Stage #1: 3-fluoro-4-methoxyphenyl bromide; magnesium In tetrahydrofuran at 20℃; for 2h;
Stage #2: 2-(3,4,5-trimethoxyphenyl)-4-tert.-butyldimethylsilyoxy-cyclopent-2-en-1-one In tetrahydrofuran at 0 - 20℃; for 3h;
90%
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

C11H15FO

C11H15FO

Conditions
ConditionsYield
In tetrahydrofuran at 25℃; for 16h; Inert atmosphere;90%
3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

(4S)-4-isobutyl-2-trifluoromethyl-oxazolidine
671818-85-2

(4S)-4-isobutyl-2-trifluoromethyl-oxazolidine

(1S,2S)-4-methyl-2-[2,2,2-trifluoro-1-(3-fluoro-4-methoxyphenyl)-ethylamino]-pentan-1-ol

(1S,2S)-4-methyl-2-[2,2,2-trifluoro-1-(3-fluoro-4-methoxyphenyl)-ethylamino]-pentan-1-ol

Conditions
ConditionsYield
Stage #1: (4S)-4-isobutyl-2-trifluoromethyl-oxazolidine With chloro-trimethyl-silane; lithium hexamethyldisilazane In tetrahydrofuran; toluene at 0 - 20℃; for 1.5h;
Stage #2: 3-fluoro-4-methoxyphenyl bromide With n-butyllithium In tetrahydrofuran; hexane; toluene at -78℃; for 2h;
Stage #3: With hydrogenchloride In tetrahydrofuran; hexane; toluene at -78 - 20℃; for 0.5h;
89%
3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

(2E)-3-[4-[[tert-butyldimethylsilyl]oxy]-3-methoxyphenyl]acrylaldehyde
290820-47-2

(2E)-3-[4-[[tert-butyldimethylsilyl]oxy]-3-methoxyphenyl]acrylaldehyde

(2E)-3-[(4-tert-butyldimethylsiloxy)-3-methoxyphenyl]-1-(3-fluoro-4-methoxyphenyl)prop-2-en-1-ol

(2E)-3-[(4-tert-butyldimethylsiloxy)-3-methoxyphenyl]-1-(3-fluoro-4-methoxyphenyl)prop-2-en-1-ol

Conditions
ConditionsYield
Stage #1: 3-fluoro-4-methoxyphenyl bromide With magnesium In tetrahydrofuran at -78 - 20℃;
Stage #2: (2E)-3-[4-[[tert-butyldimethylsilyl]oxy]-3-methoxyphenyl]acrylaldehyde In tetrahydrofuran at -78℃; for 0.833333h; Grignard reaction; Further stages.;
88%
(R)-benzyl (3,8,8,9,9-pentamethyl-4-oxo-2,7-dioxa-3-aza-8-siladecan-5-yl)carbamate
160349-51-9

(R)-benzyl (3,8,8,9,9-pentamethyl-4-oxo-2,7-dioxa-3-aza-8-siladecan-5-yl)carbamate

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

C24H32FNO5Si

C24H32FNO5Si

Conditions
ConditionsYield
Stage #1: 3-fluoro-4-methoxyphenyl bromide With n-butyllithium In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere;
Stage #2: (R)-benzyl 3,8,8,9,9-pentamethyl-4-oxo-2,7-dioxa-3-aza-8-siladecane-5-ylcarbamate In tetrahydrofuran at -60℃; for 0.0833333h; Inert atmosphere;
86%
3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

(2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyrrole 1-oxide
537030-19-6

(2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyrrole 1-oxide

C33H34FNO5

C33H34FNO5

Conditions
ConditionsYield
Stage #1: 3-fluoro-4-methoxyphenyl bromide With iodine; magnesium In tetrahydrofuran at 50℃; for 0.5h; Inert atmosphere;
Stage #2: (2R,3R,4R)-3,4-bis(benzyloxy)-2-((benzyloxy)methyl)-3,4-dihydro-2H-pyrrole 1-oxide In tetrahydrofuran; ethylene dibromide at 0℃; for 0.0833333h; Grignard Reaction; Inert atmosphere;
86%
3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

3-fluoro-4-methoxy-phenylboronic acid
149507-26-6

3-fluoro-4-methoxy-phenylboronic acid

Conditions
ConditionsYield
Stage #1: 3-fluoro-4-methoxyphenyl bromide With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 1.16667h;
Stage #2: With Triisopropyl borate In tetrahydrofuran; hexane at -78 - 20℃;
85.2%
Stage #1: 3-fluoro-4-methoxyphenyl bromide With n-butyllithium In tetrahydrofuran at -78℃; for 0.5h;
Stage #2: With Triisopropyl borate In tetrahydrofuran at -78 - 0℃;
Stage #3: With hydrogenchloride In tetrahydrofuran; water at 0℃; for 0.5h;
64%
(S)-N'-(2-methoxycyclohexylidene)-4-methylbenzenesulfonohydrazide
1254223-87-4

(S)-N'-(2-methoxycyclohexylidene)-4-methylbenzenesulfonohydrazide

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

2-fluoro-1-methoxy-4-[(S)-6-methoxycyclohex-1-enyl]benzene
1254223-91-0

2-fluoro-1-methoxy-4-[(S)-6-methoxycyclohex-1-enyl]benzene

Conditions
ConditionsYield
Stage #1: (S)-N'-(2-methoxycyclohexylidene)-4-methylbenzenesulfonohydrazide With tris-(dibenzylideneacetone)dipalladium(0); lithium tert-butoxide; XPhos In 1,4-dioxane for 0.0166667h; Inert atmosphere;
Stage #2: 3-fluoro-4-methoxyphenyl bromide In 1,4-dioxane at 110℃; for 4h; Inert atmosphere; optical yield given as %ee; regioselective reaction;
83%
3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

2-dibenzylaminopropionic acid methyl ester
112302-87-1

2-dibenzylaminopropionic acid methyl ester

methyl 2-(dibenzylamino)-3-(3-fluoro-4-methoxyphenyl)propanoate
1433460-23-1

methyl 2-(dibenzylamino)-3-(3-fluoro-4-methoxyphenyl)propanoate

Conditions
ConditionsYield
Stage #1: 2-dibenzylaminopropionic acid methyl ester With lithium dicyclohexylamide In toluene at 0℃; for 0.25h; Inert atmosphere;
Stage #2: 3-fluoro-4-methoxyphenyl bromide With bis(3,5,3′,5′-dimethoxydibenzylideneacetone)palladium(0); 2-(2-(dicyclohexylphosphino)-1H-imidazol-1-yl)-N,N-dimethylaniline In toluene at 70℃; for 16h; Inert atmosphere; regioselective reaction;
82%
2-methyl-1H-indole
95-20-5

2-methyl-1H-indole

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

C16H14FNO

C16H14FNO

Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate In N,N-dimethyl-formamide at 180℃; for 0.75h; Ullmann Condensation; Microwave irradiation;81%
3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

6-bromo-2-fluoro-3-methoxybenzaldehyde
853792-27-5

6-bromo-2-fluoro-3-methoxybenzaldehyde

Conditions
ConditionsYield
Stage #1: 3-fluoro-4-methoxyphenyl bromide With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 0℃; for 0.666667h;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -78 - 20℃; for 1h;
80%
Stage #1: 3-fluoro-4-methoxyphenyl bromide With n-butyllithium; diisopropylamine In tetrahydrofuran at -70 - 0℃; for 2h; Inert atmosphere;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran at -70℃; for 2h;
67.4%
Stage #1: 3-fluoro-4-methoxyphenyl bromide With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78 - 0℃; for 0.5h; Inert atmosphere;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -78 - 20℃; for 1h;
58%
Stage #1: 3-fluoro-4-methoxyphenyl bromide With n-butyllithium; diisopropylamine In tetrahydrofuran; hexane at -78℃; for 0.5h; Inert atmosphere; Cooling with acetone-dry ice;
Stage #2: N,N-dimethyl-formamide In tetrahydrofuran; hexane at -78 - 20℃; for 1h; Inert atmosphere;
58%
diisopropyl 2-(butylimino)malonate

diisopropyl 2-(butylimino)malonate

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

diisopropyl 2-(butyl(3-fluoro-4-methoxyphenyl)amino)malonate

diisopropyl 2-(butyl(3-fluoro-4-methoxyphenyl)amino)malonate

Conditions
ConditionsYield
Stage #1: 3-fluoro-4-methoxyphenyl bromide With magnesium; ethylene dibromide In tetrahydrofuran at -78 - 20℃; Inert atmosphere;
Stage #2: diisopropyl 2-(butylimino)malonate In tetrahydrofuran at -78℃; for 1.01667h; Inert atmosphere;
80%
copper (1) chloride

copper (1) chloride

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

phenol
108-95-2

phenol

A

butylcarbamic acid 2-fluoro-4-phenoxyphenyl ester

butylcarbamic acid 2-fluoro-4-phenoxyphenyl ester

B

3-fluoro-4-methoxydiphenyl ether
85983-50-2

3-fluoro-4-methoxydiphenyl ether

Conditions
ConditionsYield
With potassium hydroxide In water; tolueneA n/a
B 79%
copper (1) chloride

copper (1) chloride

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

phenol
108-95-2

phenol

A

4-[[(Hexylamino)carbonyl]oxy]-1-piperidinecarboxylic acid 2-fluoro-4-phenoxyphenyl ester

4-[[(Hexylamino)carbonyl]oxy]-1-piperidinecarboxylic acid 2-fluoro-4-phenoxyphenyl ester

B

3-fluoro-4-methoxydiphenyl ether
85983-50-2

3-fluoro-4-methoxydiphenyl ether

Conditions
ConditionsYield
With potassium hydroxide In water; tolueneA n/a
B 79%
4-methyl-N′-(1-(3,4,5-trimethoxyphenyl)ethylidene)benzenesulfonohydrazide
1170045-84-7

4-methyl-N′-(1-(3,4,5-trimethoxyphenyl)ethylidene)benzenesulfonohydrazide

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

5-(1-(3-fluoro-4-methoxyphenyl)vinyl)-1,2,3-trimethoxybenzene
1070195-79-7

5-(1-(3-fluoro-4-methoxyphenyl)vinyl)-1,2,3-trimethoxybenzene

Conditions
ConditionsYield
Stage #1: 4-methyl-N′-(1-(3,4,5-trimethoxyphenyl)ethylidene)benzenesulfonohydrazide With dichloro bis(acetonitrile) palladium(II) In 1,4-dioxane at 20℃; for 0.0333333h;
Stage #2: In 1,4-dioxane for 0.0333333h; Alkaline conditions;
Stage #3: 3-fluoro-4-methoxyphenyl bromide In 1,4-dioxane at 100℃; for 3h; Sealed tube;
78%
3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

cyclohexanone
108-94-1

cyclohexanone

1-(3-fluoro-4-methoxyphenyl)cyclohexan-1-ol

1-(3-fluoro-4-methoxyphenyl)cyclohexan-1-ol

Conditions
ConditionsYield
Stage #1: 3-fluoro-4-methoxyphenyl bromide With n-butyllithium In tetrahydrofuran; hexane at -78℃;
Stage #2: cyclohexanone In tetrahydrofuran; hexane at -78℃;
78%
3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

Diethyl carbonate
105-58-8

Diethyl carbonate

tris(3-fluoro-4-methoxyphenyl)carbinol
271241-68-0

tris(3-fluoro-4-methoxyphenyl)carbinol

Conditions
ConditionsYield
Stage #1: 3-fluoro-4-methoxyphenyl bromide With n-butyllithium In tetrahydrofuran at -78℃; for 0.25h; Metallation;
Stage #2: Diethyl carbonate In tetrahydrofuran at -78 - 0℃; for 1h; Substitution; Further stages.;
75%
(E)-4-methyl-N'-(1-(2,4,6-trimethoxyphenyl)ethylidene)benzenesulfonohydrazide
1417652-26-6

(E)-4-methyl-N'-(1-(2,4,6-trimethoxyphenyl)ethylidene)benzenesulfonohydrazide

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

2-(1-(3-fluoro-4-methoxyphenyl)vinyl)-1,3,5-trimethoxybenzene
1417652-41-5

2-(1-(3-fluoro-4-methoxyphenyl)vinyl)-1,3,5-trimethoxybenzene

Conditions
ConditionsYield
With dichloro bis(acetonitrile) palladium(II); sodium t-butanolate; XPhos In fluorobenzene at 100℃; for 1h; Sealed tube;74%
styrene
292638-84-7

styrene

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

C15H15FO

C15H15FO

Conditions
ConditionsYield
With (1,2-dimethoxyethane)dichloronickel(II); sodium t-butanolate In benzene at 25℃; for 14h; regioselective reaction;73%
2-methyl-2-phenylmalononitrile
86164-70-7

2-methyl-2-phenylmalononitrile

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

3-fluoro-4-methoxybenzonitrile
331-62-4

3-fluoro-4-methoxybenzonitrile

Conditions
ConditionsYield
With C10H8Br2N2Ni*(x)H2O; zinc In N,N-dimethyl acetamide at 80℃; for 16h; Inert atmosphere; Sealed tube;73%
ethylthioacetic acid methyl ester
2432-51-1

ethylthioacetic acid methyl ester

carbon monoxide
201230-82-2

carbon monoxide

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

C9H9FOS2

C9H9FOS2

Conditions
ConditionsYield
With potassium tert-butylate; 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene; palladium dichloride In 5,5-dimethyl-1,3-cyclohexadiene at 130℃; under 15001.5 Torr; for 16h;73%
carbon dioxide
124-38-9

carbon dioxide

3-fluoro-4-methoxyphenyl bromide
2357-52-0

3-fluoro-4-methoxyphenyl bromide

3-fluoro-p-anisic acid
403-20-3

3-fluoro-p-anisic acid

Conditions
ConditionsYield
Stage #1: 3-fluoro-4-methoxyphenyl bromide With magnesium; lithium chloride In tetrahydrofuran for 2h; Reflux;
Stage #2: carbon dioxide In tetrahydrofuran at -70 - 20℃;
Stage #3: With hydrogenchloride In tetrahydrofuran; water pH=0;
72.4%

2357-52-0Relevant articles and documents

The Synthesis and Transition Temperatures of Benzoate Ester Derivatives of 2-Fluoro-4-hydroxy- and 3-Fluoro-4-hydroxybenzonitriles

Kelly, Stephen M.

, p. 1572 - 1579 (1984)

The synthesis and the liquid-crystal temperatures of sixty 4-cyano-2-flurophenyl and 4-cyano-3-fluorophenyl 4-substituted benzoates are described.The nematic-isotropic liquid transition temperatures of most of these novel esters are only marginally lower than those of the corresponding esters containing an H-atom in place of the F-substituent.In several instances, the clearing points of the F-substituted-phenyl esters are higher than those of the non-substituted-phenyl esters.The nematic ranges of several new esters are markedly broader than those of the analogous non-F-susbstituted-phenyl esters.

Regioselective Halogenation of Arenes and Heterocycles in Hexafluoroisopropanol

Tang, Ren-Jin,Milcent, Thierry,Crousse, Benoit

, p. 930 - 938 (2018/01/28)

Regioselective halogenation of arenes and heterocycles with N-halosuccinimides in fluorinated alcohols is disclosed. Under mild condition reactions, a wide diversity of halogenated arenes are obtained in good yields with high regioselectivity. Additionally, the versatility of the method is demonstrated by the development of one-pot sequential halogenation and halogenation-Suzuki cross-coupling reactions.

Fluorinated Radicamine A and B: Synthesis and Glycosidase Inhibition

Li, Yi-Xian,Iwaki, Ren,Kato, Atsushi,Jia, Yue-Mei,Fleet, George W. J.,Zhao, Xuan,Xiao, Min,Yu, Chu-Yi

, p. 1429 - 1438 (2016/03/16)

Fluorinated derivatives of radicamine A and radicamine B have been synthesized from D-arabinose-derived cyclic nitrone. Structure-activity relationship studies showed that glycosidase inhibition of these fluorinated derivatives was significantly influenced by the position of the fluorine atom. C-7 or C-11 fluorination of the aromatic ring decreased α-glucosidase inhibition of the derivatives, whereas C-8 or C-10 fluorination preserved glycosidase inhibitory activities. Fluorinated derivatives of radicamine A and B have been synthesized from D-arabinose-derived cyclic nitrone. Structure-activity relationship studies revealed that glycosidase inhibition of these fluorinated derivatives was significantly influenced by the position of the fluorine atom.

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