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inquiryHigh purity CAS 7697-28-1 4-Bromo-3-methylbenzoic acid in stock Our main business covers the fields below: 1.Noble Metal Catalysts (Pt.Pd...) 2.Organic Phosphine Ligands (Tert-butyl-phosphine.Cyclohexyl-phosphine...) 3.OLED intermediate
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inquiryProduct name: 4-Bromo-3-Methylbenzoic Acid CAS No.:7697-28-1 Molecule Formula:C8H6BrO2 Molecule Weight:214.04 Purity: 98.0% Package: 25kg/drum Description:White powder Manufacture Standards:Enterprise Standard TEST
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Conditions | Yield |
---|---|
Stage #1: 4-amino 3-methylbenzoic acid With hydrogen bromide In water at 25℃; for 1h; Stage #2: With sodium nitrate In water at -2 - -1℃; for 1.75h; Stage #3: With hydrogen bromide; copper(I) bromide In water at -2 - 70℃; for 2h; | 90% |
Diazotization.Kochen der Diazoverbindung mit Bromwasserstoffsaeure; | |
With hydrogen bromide; sodium nitrite; copper(I) chloride In water |
4,4'-dibromo-5,3'-dimethyl-2-nitrodiphenylmethane
A
4-bromo-3-methylbenzoic acid
B
6-bromo-5-methyl-3-(4'-bromo-3'-methylphenyl)-2,1-isoxazole
C
3,6-dibromo-2,7-dimethylacridone
Conditions | Yield |
---|---|
With sulfuric acid In ethanol for 5h; Irradiation; | A 63% B 20% C 6% |
With sulfuric acid In ethanol for 5h; Product distribution; Mechanism; Irradiation; | A 51% B 20% C 6% |
4-bromo-3-methyl-N-(2-methyl-4-cyanophenyl)benzamide
A
4-bromo-3-methylbenzoic acid
B
4-amino-3-methylbenzonitrile
Conditions | Yield |
---|---|
With potassium hydroxide In ethanol a) 70 deg C, 4.5 h, b) 80 deg C, 3 h; Yields of byproduct given; | A 63% B n/a |
With potassium hydroxide In ethanol a) 70 deg C, 4.5 h, b) 80 deg C, 3 h; Yield given; | A 63% B n/a |
Conditions | Yield |
---|---|
With nitric acid | 60% |
With nitric acid for 24h; Heating / reflux; | 60% |
With nitric acid at 150℃; | |
With nitric acid |
n-butyllithium
1,4-dibromo-2-methylbenzene
4-bromo-3-methylbenzoic acid
Conditions | Yield |
---|---|
With diethyl ether Aufgiessen des Reaktionsgemisches auf festes Kohlendioxid; |
1,4-dibromo-2-methylbenzene
A
2-methylterephthalic acid
B
4-bromo-3-methylbenzoic acid
Conditions | Yield |
---|---|
With n-butyllithium; Petroleum ether anschliessendes Behandeln mit festem Kohlendioxid; |
1-bromo-4-isopropyl-2-methyl-benzene
4-bromo-3-methylbenzoic acid
Conditions | Yield |
---|---|
With nitric acid |
1-(4-bromo-3-methylphenyl)ethan-1-one
A
4-bromo-isophthalic acid
B
4-bromo-3-methylbenzoic acid
Conditions | Yield |
---|---|
With potassium permanganate | |
With alkaline potassium permanganate |
m-Toluic acid
A
4-bromo-3-methylbenzoic acid
B
2-bromo-5-methylbenzoic acid
Conditions | Yield |
---|---|
With bromine |
Conditions | Yield |
---|---|
(i) NaNO2, aq. HCl, (ii) /BRN= 3587244/, (iii) NaOH, EtOH; Multistep reaction; |
bromine
m-Toluic acid
A
4-bromo-3-methylbenzoic acid
B
2-bromo-5-methylbenzoic acid
n-butyllithium
1,4-dibromo-2-methylbenzene
A
4-bromo-2-methylbenzoic acid
B
4-bromo-3-methylbenzoic acid
Conditions | Yield |
---|---|
at 20℃; anschliessend Behandlung mit CO2; |
4-ethyl-1-bromo-2-methyl-benzene
nitric acid
4-bromo-3-methylbenzoic acid
1-bromo-4-isopropyl-2-methyl-benzene
nitric acid
4-bromo-3-methylbenzoic acid
4-bromo-3-methylbenzoic acid
Conditions | Yield |
---|---|
With dichromate mixture |
1-(4-bromo-3-methylphenyl)ethan-1-one
4-bromo-3-methylbenzoic acid
Conditions | Yield |
---|---|
Stage #1: 4-Bromobenzoic acid With 2,2,6,6-tetramethylpiperidinyl-lithium In tetrahydrofuran; hexane at -78℃; for 4h; Stage #2: methyl iodide In tetrahydrofuran; hexane at -78 - 20℃; | 12 % Spectr. |
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: (i) (bromination), (ii) (hydrolysis) 2: (i) NaNO2, aq. HCl, (ii) /BRN= 3587244/, (iii) NaOH, EtOH View Scheme |
4-Bromo-3-methylbenzoic acid methyl ester
4-bromo-3-methylbenzoic acid
Conditions | Yield |
---|---|
Stage #1: 4-Bromo-3-methylbenzoic acid methyl ester With water; sodium hydroxide In tetrahydrofuran at 20℃; for 16h; Stage #2: With hydrogenchloride In water |
4-bromo-3-methylbenzoic acid
4-bromo-3-methylbenzylalcohol
Conditions | Yield |
---|---|
With borane-THF In tetrahydrofuran at 0 - 20℃; | 100% |
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 0.25h; | 100% |
With borane In tetrahydrofuran at -30 - 20℃; | 98% |
4-bromo-3-methylbenzoic acid
phenylboronic acid
2-methyl[1,1'-biphenyl]-4-carboxylic acid
Conditions | Yield |
---|---|
With disodium hydrogenphosphate; disodium bis(2-aminopyrimidine-4,6-diolate)palladium acetate In water at 50 - 120℃; for 0.166667h; Microwave irradiation; | 100% |
With disodium hydrogenphosphate; Pd(OAc)2(2-amino-4,6-dihydroxypyrimidine disodium salt)2 In water at 120℃; for 0.166667h; Suzuki-Miyaura coupling; Microwave irradiation; | 99% |
With potassium fluoride; palladium diacetate; XPhos In tetrahydrofuran for 1h; Heating / reflux; |
3-METHOXYBENZYLAMINE
4-bromo-3-methylbenzoic acid
4-bromo-N-(3-methoxybenzyl)-3-methylbenzamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 20℃; for 1h; Inert atmosphere; | 100% |
4-bromo-3-methylbenzoic acid
m-tolylboronic acid
Conditions | Yield |
---|---|
With disodium hydrogenphosphate; disodium bis(2-aminopyrimidine-4,6-diolate)palladium acetate In water at 50 - 120℃; for 0.166667h; Microwave irradiation; | 100% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate at 0 - 20℃; for 1h; | 100% |
4-bromo-3-methylbenzoic acid
2-Methylphenylboronic acid
2,2’-dimethyl-1,1’-biphenyl-4-carboxylic acid
Conditions | Yield |
---|---|
With disodium hydrogenphosphate; Pd(OAc)2(2-amino-4,6-dihydroxypyrimidine disodium salt)2 In water at 120℃; for 0.166667h; Suzuki-Miyaura coupling; Microwave irradiation; | 99% |
With disodium hydrogenphosphate; disodium bis(2-aminopyrimidine-4,6-diolate)palladium acetate In water at 50 - 120℃; for 0.166667h; Microwave irradiation; | 95% |
3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)aniline
4-bromo-3-methylbenzoic acid
4-bromo-3-methyl-N-(3-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)phenyl)benzamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere; | 99% |
methanol
4-bromo-3-methylbenzoic acid
4-Bromo-3-methylbenzoic acid methyl ester
Conditions | Yield |
---|---|
With sulfuric acid In methanol for 14h; Reflux; | 97% |
With sulfuric acid Reflux; | 95% |
Stage #1: methanol With acetyl chloride for 0.416667h; Stage #2: 4-bromo-3-methylbenzoic acid for 18h; Heating / reflux; | 93% |
Conditions | Yield |
---|---|
With thionyl chloride at 83℃; for 6h; | 96% |
With sulfuric acid In toluene for 1h; Heating; | 80% |
With hydrogenchloride |
N-trimethylsilylmethylamine
4-bromo-3-methylbenzoic acid
4-bromo-3-methyl-N-trimethylsilanylmethyl-benzamide
Conditions | Yield |
---|---|
Stage #1: 4-bromo-3-methylbenzoic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.5h; Stage #2: N-trimethylsilylmethylamine In dichloromethane at 20℃; Product distribution / selectivity; | 94% |
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; | 94% |
Conditions | Yield |
---|---|
Stage #1: 4-bromo-3-methylbenzoic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 2h; Stage #2: methylamine In ethanol at 20℃; for 0.5h; | 94% |
2-(2-Hydroxyethyl)pyridine
4-bromo-3-methylbenzoic acid
2-(2-pyridyl)ethyl 4-bromo-3-methylbenzoate
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 16h; Inert atmosphere; | 92% |
4-bromo-3-methylbenzoic acid
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 0 - 20℃; | 92% |
4-bromo-3-methylbenzoic acid
4-carboxyphenylboronic acid
2-methyl-[1,1′-biphenyl]-4,4′-dicarboxylic acid
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; triphenylphosphine In water; N,N-dimethyl-formamide at 90℃; for 24h; | 91% |
With {1,1'-bis(diphenylphosphino)ferrocene} palladium dibromide; sodium carbonate In water; N,N-dimethyl-formamide at 90℃; for 3h; Inert atmosphere; | |
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene for 24h; Reflux; |
4-bromo-3-methylbenzoic acid
4-phenyl-2,3-dihydro-1H-indole
Conditions | Yield |
---|---|
Stage #1: 4-bromo-3-methylbenzoic acid; 4-phenyl-2,3-dihydro-1H-indole With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; Stage #2: With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h; | 90.2% |
With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 3h; | 87% |
4-bromo-3-methylbenzoic acid
bis(pinacol)diborane
3-methyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid
Conditions | Yield |
---|---|
With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; potassium acetate In N,N-dimethyl-formamide at 120℃; for 0.25h; Microwave irradiation; | 90% |
With potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In N,N-dimethyl-formamide at 120℃; for 0.25h; Microwave irradiation; | 90% |
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate In N,N-dimethyl-formamide at 125℃; for 0.333333h; Microwave irradiation; | 74% |
With triethylamine; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 In 1,4-dioxane at 20 - 80℃; |
di-tert-butyl dicarbonate
4-bromo-3-methylbenzoic acid
tert-butyl 4-bromo-3-methylbenzoate
Conditions | Yield |
---|---|
With dmap In tetrahydrofuran Reflux; | 87% |
With dmap In tetrahydrofuran Reflux; | 87% |
With dmap In tetrahydrofuran; tert-butyl alcohol at 70℃; for 12h; Inert atmosphere; | 70% |
4-bromo-3-methylbenzoic acid
1-bromo-2-methyl-4-(trifluoromethyl)benzene
Conditions | Yield |
---|---|
With sulfur tetrafluoride; hydrogen fluoride at 85℃; for 24h; Autoclave; Inert atmosphere; | 87% |
4-bromo-3-methylbenzoic acid
potassium tert-butylate
tert-butyl 4-bromo-3-methylbenzoate
Conditions | Yield |
---|---|
Stage #1: 4-bromo-3-methylbenzoic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 2.33333h; Stage #2: potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 1h; | 86% |
Stage #1: 4-bromo-3-methylbenzoic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane for 2h; Inert atmosphere; Stage #2: potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 2h; | 69% |
Stage #1: 4-bromo-3-methylbenzoic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 4h; Inert atmosphere; Stage #2: potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 3h; Inert atmosphere; | 42% |
Stage #1: 4-bromo-3-methylbenzoic acid With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 20℃; for 2h; Stage #2: potassium tert-butylate In tetrahydrofuran at 20℃; for 0.5h; |
4-bromo-3-methylbenzoic acid
4-bromo-3-(bromomethyl)benzoic acid
Conditions | Yield |
---|---|
With 2,2'-azobis(isobutyronitrile) In tetrachloromethane for 72h; Concentration; Reflux; | 86% |
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane at 76℃; for 72h; | 86% |
With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) In tetrachloromethane for 48h; Reflux; | 86% |
Conditions | Yield |
---|---|
Stage #1: 4-bromo-3-methylbenzoic acid; 4-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)indoline With N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; Stage #2: With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 3h; | 85.5% |
oxalyl dichloride
4-bromo-3-methylbenzoic acid
tert-butyl 4-bromo-3-methylbenzoate
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran; N-methyl-acetamide; dichloromethane; water | 85% |
Conditions | Yield |
---|---|
With dipotassium hydrogenphosphate; oxygen; palladium diacetate; p-benzoquinone In tert-butyl alcohol at 100℃; under 22801.5 Torr; for 24h; regioselective reaction; | 85% |
4-bromo-3-methylbenzoic acid
methyl iodide
4-Bromo-3-methylbenzoic acid methyl ester
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 50℃; for 2.5h; | 83.1% |
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In tetrahydrofuran; dichloromethane at 20℃; for 16h; | 83% |
With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride In ethanol; water at 20℃; for 24h; | 65% |
4-bromo-3-methylbenzoic acid
Conditions | Yield |
---|---|
Stage #1: 4-bromo-3-methylbenzoic acid With 1-[(1-(cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino)]-uronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 0.5h; Stage #2: {2‐azabicyclo[2.1.1]hexan‐1‐yl}methanamine In dichloromethane at 20℃; for 1h; | 82% |
2-fluoro-N1-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)benzene-1,4-diamine
4-bromo-3-methylbenzoic acid
4-bromo-N-(3-fluoro-4-(9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-ylamino)phenyl)-3-methylbenzamide
Conditions | Yield |
---|---|
With N-ethyl-N,N-diisopropylamine; HATU In dichloromethane at 0 - 20℃; for 3h; Inert atmosphere; | 80% |
4-bromo-3-methylbenzoic acid
methyl 6-aminocaproate hydrochloride
methyl 6-(4-bromo-3-methylbenzamido)hexanoate
Conditions | Yield |
---|---|
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trimethylamine In dichloromethane for 20h; Inert atmosphere; | 78% |
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