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inquiryHenan Wentao Chemical Product Co.,Ltd is Located in Zhengzhou High-tech Development Zone with import and export license, We passed ISO 9001:2008 as well, Henan Wentao has developed more than 1000 compounds, which are widely used in the fields of prod
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inquiryHangzhou KeyingChem Co., Ltd. exported this product to many countries and regions at best price. If you are looking for the material’s manufacturer or supplier in China, KeyingChem is your best choice. Pls contact with us freely for getting det
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inquiryProduct Name: Methyl 4-(cyanomethyl)benzoate Synonyms: 4-CYANOMETHYLBENZOIC ACID METHYL ESTER;[p-(Methoxycarbonyl)phenyl]acetonitrile;Methyl p-(CyanoMethyl)benzoate;Methyl α-Cyano-p-toluate;α-Cyano-p-toluic Acid Methyl Ester;95.0%,(
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inquiryAnsciep Chemical is a professional enterprise manufacturing and distributing fine chemicals and speciality chemicals. We have been dedicated to heterocycle compounds and phenyl rings for tens of years. This is our mature product for export. Our quali
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inquiryAppearance:solid or liquid Storage:sealed in cool and dry place Package:As customer's requested Application:Pharma Intermediate Transportation:by courier/air/sea Port:Any port in China
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inquirygood quality, competitive price, thoughtful after sale serviceAppearance:white powder Storage:Keep it in dry,shady and cool place Package:1g Application:Pharma;Industry;Agricultural;chemical reaserch Transportation:by express or by sea Port:Any port
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inquiry2-aminoacetonitrile hydrochloride
4-methoxycarbonylphenylboronic acid
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
With sodium nitrite In water; 1,2-dichloro-ethane at 100℃; for 24h; Schlenk technique; | 90% |
chloroacetonitrile
4-methoxycarbonylphenylboronic acid
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; sodium carbonate In 1,4-dioxane; water at 60℃; for 12h; Inert atmosphere; Sealed tube; | 87% |
With nickel(II) nitrate hexahydrate; potassium carbonate; 4,4'-di-tert-butyl-2,2'-bipyridine; sodium iodide In 1,4-dioxane at 80℃; for 12h; Suzuki Coupling; Inert atmosphere; Sealed tube; | 80% |
4-(methoxycarbonyl)benzyl alcohol
potassium cyanide
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
Stage #1: 4-(methoxycarbonyl)benzyl alcohol With methanesulfonyl chloride; triethylamine In dichloromethane at 0 - 20℃; for 15h; Stage #2: potassium cyanide With 18-crown-6 ether In acetonitrile at 20℃; for 40h; | 86% |
Methyl 4-(bromomethyl)benzoate
potassium cyanide
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
In ethanol Substitution; Heating; | 81% |
In ethanol for 24h; Heating; | 76% |
In ethanol; water for 3h; Heating; | 74% |
In ethanol; water for 3.25h; Heating / reflux; |
diethyl ether
p-methyloxycarbonylbenzyl chloride
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
In ethanol; water | 80% |
p-methyloxycarbonylbenzyl chloride
sodium cyanide
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
In dimethyl sulfoxide at 20℃; for 3h; | 79% |
trimethylsilyl cyanide
Methyl 4-(bromomethyl)benzoate
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
Stage #1: trimethylsilyl cyanide With tetrabutyl ammonium fluoride for 1h; Stage #2: Methyl 4-(bromomethyl)benzoate In acetonitrile at 80℃; for 1h; | 68.7% |
With tetrabutyl ammonium fluoride In acetonitrile at 25℃; for 12h; |
sodium cyanide
Methyl 4-(bromomethyl)benzoate
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide In acetonitrile Inert atmosphere; Reflux; | 65% |
In methanol; water for 1.25h; Kolbe nitrile synthesis; Reflux; | 60% |
With N-benzyl-N,N,N-triethylammonium chloride In dichloromethane; water |
methanol
carbon monoxide
lithium methanolate
p-chlorobenzyl cyanide
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
With 1,1'-bis-(diphenylphosphino)ferrocene; 5 mol% Pd/C; sodium fluoride In 1,4-dioxane at 150℃; Inert atmosphere; | 64% |
Methyl 4-(bromomethyl)benzoate
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
In methanol; water for 5h; Reflux; | 58.6% |
In methanol; water for 5h; Reflux; Inert atmosphere; | |
In methanol; water for 5h; Inert atmosphere; Reflux; |
Methyl 4-(bromomethyl)benzoate
sodium cyanide
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
In dimethyl sulfoxide at 40℃; for 1.5h; | 55% |
In dimethyl sulfoxide at 40℃; for 1.5h; | 55% |
In dimethyl sulfoxide at 40℃; for 2h; | 54% |
In dimethyl sulfoxide |
Methyl 4-(bromomethyl)benzoate
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
With sodium cyanide | |
In tetrahydrofuran; water; N,N-dimethyl-formamide | 6.7 g (76%) |
In tetrahydrofuran; water; N,N-dimethyl-formamide | 6.7 g (76%) |
4-(cyanomethyl)benzoic acid
sodium methylate
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
In dimethyl sulfoxide |
4-Bromophenylacetonitrile
carbon monoxide
sodium methylate
A
methyl 4-(2-methoxy-2-oxoethyl)benzoate
B
(4-bromo-phenyl)-acetic acid methyl ester
C
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
With dicobalt octacarbonyl In methanol at 50℃; Product distribution; Mechanism; Irradiation; other p-halogenobenzyl cyanides, var. time and initial concn.; |
4-methyl-benzoic acid methyl ester
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: NBS / CCl4 2: dimethylsulfoxide View Scheme | |
Multi-step reaction with 2 steps 1: 86 percent / Br2 / benzene / 2 h / Irradiation 2: 74 percent / ethanol; H2O / 3 h / Heating View Scheme |
4-methyl-benzoic acid methyl ester
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 80 percent / N-bromosuccinimide, dibenzoyl-peroxide / CCl4 / 2.5 h / Heating 2: 54 percent / dimethylsulfoxide / 2 h / 40 °C View Scheme |
4-bromomethylbenzoic Acid
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: methanol. H2SO4 2: NaCN View Scheme |
para-bromotoluene
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: pyridine / 195 °C / Erhitzen des Reaktionsgemisches mit wss. H2SO4 auf 150grad 2: nitrobenzene; bromine 3: methanol. H2SO4 4: NaCN View Scheme |
p-Toluic acid
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: nitrobenzene; bromine 2: methanol. H2SO4 3: NaCN View Scheme |
4-(methoxycarbonyl)benzyl alcohol
methanesulfonyl chloride
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
With triethylamine In dichloromethane; acetonitrile | |
With triethylamine In dichloromethane; acetonitrile |
4-methyl-benzoic acid methyl ester
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 3 h / Inert atmosphere; Reflux; Irradiation 2: methanol; water / 5 h / Inert atmosphere; Reflux View Scheme | |
Multi-step reaction with 2 steps 1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 1 h 2: N-benzyl-N,N,N-triethylammonium chloride / dichloromethane; water View Scheme | |
Multi-step reaction with 2 steps 1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / Inert atmosphere; Reflux 2: tetra-(n-butyl)ammonium iodide / acetonitrile / Inert atmosphere; Reflux View Scheme |
4-Bromophenylacetonitrile
methyl chloroformate
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
With 2,6-dimethylpyridine; (1,2-dimethoxyethane)dichloronickel(II); tris(triethylsilyl)silane; [4,4’-bis(1,1-dimethylethyl)-2,2’-bipyridine-N1,N1‘]bis [3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-N]phenyl-C]iridium(III) hexafluorophosphate; 4,4'-di-tert-butyl-2,2'-bipyridine In 1,2-dimethoxyethane at 25℃; for 8h; Inert atmosphere; Sealed tube; Irradiation; | 24 %Spectr. |
methyl 4-(cyanomethyl)benzoate
benzaldehyde
Conditions | Yield |
---|---|
With L-proline In dimethyl sulfoxide at 25℃; for 71h; | 99% |
methyl 4-(cyanomethyl)benzoate
2-(trimethylsilyl)phenyl trifluoromethanesulfonate
N,N-dimethyl-formamide
Conditions | Yield |
---|---|
With potassium fluoride at 80℃; for 5.5h; Inert atmosphere; | 99% |
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; sodium hydrogencarbonate In ethanol at 65℃; for 18h; | 99% |
With hydroxylamine hydrochloride; sodium hydrogencarbonate In ethanol at 65℃; for 18h; | 99% |
methyl 4-(cyanomethyl)benzoate
dimethyl sulfate
Conditions | Yield |
---|---|
Stage #1: methyl 4-(cyanomethyl)benzoate With tetrabutylammomium bromide; sodium hydroxide In water at 20℃; Large scale reaction; Stage #2: dimethyl sulfate In water at 0 - 3℃; for 4h; | 96% |
C-phenyl-N-methylnitrone
methyl 4-(cyanomethyl)benzoate
Triethylsilyl trifluoromethanesulfonate
Conditions | Yield |
---|---|
With triethylamine In 1,2-dichloro-ethane at -30℃; for 0.5h; Inert atmosphere; | 96% |
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 23℃; for 1h; Knoevenagel Condensation; Inert atmosphere; | 93% |
methyl 4-(cyanomethyl)benzoate
4-(cyanomethyl)benzoic acid
Conditions | Yield |
---|---|
With sodium hydroxide In methanol at 80℃; for 3h; | 92.2% |
With sodium hydroxide In methanol for 3h; Reflux; | 92.2% |
Stage #1: methyl 4-(cyanomethyl)benzoate With water; lithium hydroxide In tetrahydrofuran at 20℃; for 16h; Stage #2: With hydrogenchloride In water | 86% |
Stage #1: methyl 4-(cyanomethyl)benzoate With water; lithium hydroxide In tetrahydrofuran at 20℃; for 16h; Stage #2: With hydrogenchloride In water | 86% |
With potassium hydroxide In water at 0 - 20℃; for 2h; | 26% |
methyl 4-(cyanomethyl)benzoate
4-(2-amino-ethyl)-benzoic acid methyl ester
Conditions | Yield |
---|---|
90% | |
With ammonia; hydrogen In methanol at 55℃; | 66% |
With hydrogen; palladium on activated charcoal | |
With borane-THF In tetrahydrofuran for 15h; |
di-tert-butyl dicarbonate
methyl 4-(cyanomethyl)benzoate
methyl 4-[2-(tert-butoxycarbonylamino)ethyl]benzoate
Conditions | Yield |
---|---|
With triethylamine; platinum (IV) oxide In methanol; dichloromethane; chloroform | 88% |
With triethylamine; platinum (IV) oxide In methanol; dichloromethane; chloroform | 88% |
Stage #1: methyl 4-(cyanomethyl)benzoate With hydrogen; platinum(IV) oxide In methanol; chloroform at 20℃; for 3h; Stage #2: di-tert-butyl dicarbonate With triethylamine In dichloromethane at 0 - 20℃; for 13h; | 88% |
methyl 4-(cyanomethyl)benzoate
methyl 4-(1H-tetrazol-5-ylmethyl)benzoate
Conditions | Yield |
---|---|
With sodium azide; N,N-diethylethanamine hydrochloride In toluene at 100℃; for 24h; Inert atmosphere; | 88% |
With sodium azide; triethylamine hydrochloride In toluene at 100℃; for 24h; Inert atmosphere; | 88% |
methyl 4-(cyanomethyl)benzoate
4-(carboxymethyl)benzoic acid
Conditions | Yield |
---|---|
With sulfuric acid In water at 5℃; | 87% |
With sodium hydroxide In methanol at 90℃; | 70% |
With sodium hydroxide | |
With sulfuric acid; water at 125℃; | |
With water; sodium hydroxide In methanol at 90℃; for 12h; |
Conditions | Yield |
---|---|
With piperidine In tetrahydrofuran; acetonitrile Inert atmosphere; Reflux; | 87% |
methyl 4-(cyanomethyl)benzoate
4-(2-aminoethyl)-benzyl alcohol
Conditions | Yield |
---|---|
With diborane In tetrahydrofuran for 10h; Heating; | 85% |
Stage #1: methyl 4-(cyanomethyl)benzoate With aluminum (III) chloride; lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether at 20℃; Inert atmosphere; Stage #2: With sulfuric acid; water In tetrahydrofuran; diethyl ether | 78% |
With aluminum (III) chloride; lithium aluminium tetrahydride In tetrahydrofuran; diethyl ether at 20℃; Inert atmosphere; | 78% |
triethylsilane
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
With tris(pentafluorophenyl)borate In dichloromethane at 20℃; for 8h; | 84% |
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
With 1,8-diazabicyclo[5.4.0]undec-7-ene In dichloromethane at 23℃; for 0.5h; Knoevenagel Condensation; Inert atmosphere; | 84% |
10-ethyl-10H-phenothiazine-3-carbaldehyde
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
Stage #1: 10-ethyl-10H-phenothiazine-3-carbaldehyde; methyl 4-(cyanomethyl)benzoate In ethanol for 0.166667h; Reflux; Stage #2: With pyrrolidine In ethanol for 2h; Reflux; | 84% |
4-methylphenyl isocyanide
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
With copper(l) iodide; potassium tert-butylate In 1,2-dimethoxyethane at 55 - 60℃; for 16h; Inert atmosphere; | 83% |
methyl 4-(cyanomethyl)benzoate
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; | 83% |
methyl 4-(cyanomethyl)benzoate
methyl iodide
4-(1-cyano-1-methylethyl)benzoic acid
Conditions | Yield |
---|---|
Stage #1: methyl 4-(cyanomethyl)benzoate With sodium hydride In tetrahydrofuran at 0℃; for 0.5h; Stage #2: methyl iodide In tetrahydrofuran at 0 - 25℃; for 12h; Stage #3: With hydrogenchloride In water | 83% |
methyl 4-(cyanomethyl)benzoate
4-(2-aminoethyl)-benzoic acid methyl ester-hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride; hydrogen; palladium on activated charcoal In ethanol at 20℃; for 48h; Catalytic hydrogenation; | 81% |
With hydrogenchloride; hydrogen; 5%-palladium/activated carbon In tetrahydrofuran; methanol for 2h; | 57.87% |
methanol
methyl 4-(cyanomethyl)benzoate
methyl 4-(2-methoxy-2-oxoethyl)benzoate
Conditions | Yield |
---|---|
With hydrogenchloride for 2h; Reflux; | 81% |
With hydrogenchloride at 20℃; for 32h; Heating / reflux; |
methyl 4-(cyanomethyl)benzoate
10-ethyl-10H-phenothiazine-3,7-dicarboxaldehyde
Conditions | Yield |
---|---|
Stage #1: methyl 4-(cyanomethyl)benzoate; 10-ethyl-10H-phenothiazine-3,7-dicarboxaldehyde In ethanol for 0.166667h; Reflux; Stage #2: With pyrrolidine In ethanol for 2h; Reflux; | 81% |
Conditions | Yield |
---|---|
With pyrrolidine In dichloromethane at 20℃; for 40h; Michael addition; | 77% |
Conditions | Yield |
---|---|
With potassium hydroxide In methanol; water at 60℃; for 6h; pH=Ca. 10; | 75% |
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