Conditions | Yield |
---|---|
With dmap; triethylamine; p-toluenesulfonyl chloride In dichloromethane at 0 - 15℃; for 12.5h; | 31% |
With thionyl chloride | |
With phosphorus pentachloride at 100℃; | |
With thionyl chloride In pyridine Ambient temperature; |
Conditions | Yield |
---|---|
With hydrogenchloride; potassium chloride; tetrabutyl-ammonium chloride In water at 20℃; Irradiation; Green chemistry; | 91% |
With N-chloro-succinimide; N-hydroxyphthalimide; 2,3-dicyano-5,6-dichloro-p-benzoquinone In acetonitrile at 80℃; for 3h; Sealed tube; Inert atmosphere; | 88% |
With N-hydroxyphthalimide; carbon tetrabromide; trichloroisocyanuric acid; copper(II) acetate monohydrate In dichloromethane at 25℃; for 40h; | 55% |
Conditions | Yield |
---|---|
With thionyl chloride; benzene |
1-Chloro-3-chloromethyl-benzene
Conditions | Yield |
---|---|
With phosphorus pentachloride at 110℃; |
1-Chloro-3-chloromethyl-benzene
Conditions | Yield |
---|---|
In 1,2-dichloro-ethane at 25℃; Kinetics; |
B
1-Chloro-3-chloromethyl-benzene
Conditions | Yield |
---|---|
With phosphorus pentachloride at 110℃; |
B
1-Chloro-3-chloromethyl-benzene
Conditions | Yield |
---|---|
With phosphorus pentachloride at 110℃; entsteht analog aus Benzoyl-<2.4'-dichlor-dibenzylamin>; |
tetrachloromethane
(Z)-hepta-1,2,4-trien-6-yne
A
1-(2,2,2-trichloroethyl)-3-chlorobenzene
B
1-Chloro-3-chloromethyl-benzene
Conditions | Yield |
---|---|
at 100℃; Product distribution; |
sulfuryl dichloride
meta-bromotoluene
dibenzoyl peroxide
A
meta-bromobenzyl bromide
B
1-Chloro-3-chloromethyl-benzene
C
3-bromobenzyl chloride
Conditions | Yield |
---|---|
at 110℃; |
1-(1-Chloro-2,2,2-trifluoro-ethyl)-3-methyl-benzene
C7H6Cl(1+)
B
1-Chloro-3-chloromethyl-benzene
Conditions | Yield |
---|---|
at 69.85℃; Thermodynamic data; chloride-transfer; |
Conditions | Yield |
---|---|
at 69.85℃; Thermodynamic data; chloride-transfer; |
phosphorus pentachloride
B
1-Chloro-3-chloromethyl-benzene
Conditions | Yield |
---|---|
at 110℃; |
thiourea
1-Chloro-3-chloromethyl-benzene
S-(3-chloro)benzylisothiouronium chloride
Conditions | Yield |
---|---|
In ethanol at 95℃; for 2h; | 100% |
In ethanol for 4h; Heating; | 85% |
In ethanol Heating; |
phenyltellurotrimethylsilane
1-Chloro-3-chloromethyl-benzene
Conditions | Yield |
---|---|
at 20℃; for 0.5h; | 100% |
In acetonitrile at 20℃; for 0.5h; | 100 % Spectr. |
1-Chloro-3-chloromethyl-benzene
Conditions | Yield |
---|---|
Stage #1: (S)-2-(2-chloropyrimidin-4-yl)-6-methyl-6,7-dihydroimidazo[1,2-a]pyrazin-8(5H)-one With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 0.5h; Inert atmosphere; Stage #2: 1-Chloro-3-chloromethyl-benzene With tetra-(n-butyl)ammonium iodide In N,N-dimethyl-formamide; mineral oil at 20℃; for 18h; | 100% |
O7-demethyl glaziovianin A
1-Chloro-3-chloromethyl-benzene
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 18h; Reflux; | 100% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1h; | 99% |
N-tert-butyl-3-methylpyridine-2-carboxamide
1-Chloro-3-chloromethyl-benzene
3-<2-(3-chlorophenyl)ethyl>-N-(1,1-dimethylethyl)-2-pyridinecarboxamide
Conditions | Yield |
---|---|
Stage #1: N-tert-butyl-3-methylpyridine-2-carboxamide With n-butyllithium; sodium bromide In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Stage #2: 1-Chloro-3-chloromethyl-benzene In tetrahydrofuran; water for 2h; Inert atmosphere; | 98.8% |
With n-butyllithium; sodium bromide In tetrahydrofuran; hexane; water | 92% |
With n-butyllithium; sodium bromide In tetrahydrofuran; hexane; water | 92% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h; | 98.1% |
1-Chloro-3-chloromethyl-benzene
Conditions | Yield |
---|---|
Stage #1: ethyl 7,8-dimethyl-1,4,5,7-tetrahydropyrrolo[3,4-g]indazole-6-carboxylate With sodium hydride In N,N-dimethyl-formamide at 0 - 20℃; for 1h; Stage #2: 1-Chloro-3-chloromethyl-benzene In N,N-dimethyl-formamide at 0 - 20℃; | 98% |
phenylacetylene
1-Chloro-3-chloromethyl-benzene
1‐(3‐chlorobenzyl)‐4‐phenyl‐1H‐1,2,3‐triazole
Conditions | Yield |
---|---|
With sodium azide In water at 20℃; for 5h; Green chemistry; | 98% |
With sodium azide In water at 100℃; for 5h; Green chemistry; regioselective reaction; | 90% |
With sodium azide In water at 20℃; for 2.25h; Green chemistry; | 89% |
4-(3,5-dimethylpyrazol-1-yl)imidazo<4,5-d>pyridazine-2-thiol
1-Chloro-3-chloromethyl-benzene
4-(3,5-Dimethylpyrazol-1-yl)-2-(3-chlorobenzylthio)imidazo<4,5-d>pyridazine
Conditions | Yield |
---|---|
With potassium hydroxide at 45℃; for 5h; | 97% |
carbon disulfide
1-amino-2-propene
1-Chloro-3-chloromethyl-benzene
3-chlorobenzyl N-allylcarbamodithioate
Conditions | Yield |
---|---|
In neat (no solvent) at 20℃; for 3h; | 97% |
1,2,3,4-tetrahydroisoquinoline
1-Chloro-3-chloromethyl-benzene
2-(3-chlorobenzyl)-1,2,3,4-tetrahydroisoquinoline
Conditions | Yield |
---|---|
In acetonitrile at 20℃; | 97% |
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 20℃; for 8h; Inert atmosphere; | 97% |
Conditions | Yield |
---|---|
With sodium hydroxide In methanol; water at 80℃; for 5.16667h; | 97% |
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 70℃; for 1h; Inert atmosphere; | 97% |
5-chlorovanillin
1-Chloro-3-chloromethyl-benzene
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1h; | 96.5% |
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h; | 96.5% |
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 1h; | 96.5% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 24h; | 96.5% |
Ethyl 4-bromobenzoate
1-Chloro-3-chloromethyl-benzene
ethyl 4-(3-chlorobenzyl)benzoate
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II); zinc In water at 20℃; for 8h; Inert atmosphere; | 96% |
1-Chloro-3-chloromethyl-benzene
1-chloro-3-(iodomethyl)benzene
Conditions | Yield |
---|---|
With sodium iodide In acetone for 2h; Reflux; | 96% |
With sodium iodide In acetone for 2h; Reflux; Inert atmosphere; | |
With potassium iodide In acetone Reflux; |
1-methyl-2-benzimidazolone
1-Chloro-3-chloromethyl-benzene
1-(3-chloro-benzyl)-3-methyl-1,3-dihydro-benzoimidazol-2-one
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 20℃; for 1h; | 95% |
1-Chloro-3-chloromethyl-benzene
malonic acid dimethyl ester
dimethyl 2-(3-chlorobenzyl)malonate
Conditions | Yield |
---|---|
With sodium hydroxide In ISOPROPYLAMIDE at 20℃; for 6h; | 95% |
Stage #1: 1-Chloro-3-chloromethyl-benzene; malonic acid dimethyl ester With sodium hydroxide In ISOPROPYLAMIDE at 20℃; for 6h; Stage #2: With hydrogenchloride In ISOPROPYLAMIDE; water at 5℃; pH=3.5; | 95% |
acrylic acid methyl ester
1-Chloro-3-chloromethyl-benzene
C11H13ClO2S
Conditions | Yield |
---|---|
Stage #1: 1-Chloro-3-chloromethyl-benzene With urea/choline chloride eutectic salt; thiourea at 60℃; Green chemistry; Stage #2: acrylic acid methyl ester With sodium hydroxide In water for 1.33333h; Heating; Green chemistry; | 95% |
2-iodophenylamine
1-Chloro-3-chloromethyl-benzene
2-(3-chlorophenyl)benzothiazole
Conditions | Yield |
---|---|
With copper(II) acetate monohydrate; sodium carbonate; sulfur In dimethyl sulfoxide at 130℃; for 24h; Schlenk technique; Inert atmosphere; | 95% |
1-Chloro-3-chloromethyl-benzene
Conditions | Yield |
---|---|
With sodium hydride In tetrahydrofuran; mineral oil at 60℃; for 3h; Sealed tube; | 95% |
1-Chloro-3-chloromethyl-benzene
3-chlorobenzyl thiocyanate
Conditions | Yield |
---|---|
In hexane at 20℃; for 72h; | 93% |
tris-(4-ethoxy-phenyl)-bismuthine
1-Chloro-3-chloromethyl-benzene
Conditions | Yield |
---|---|
With tetrakis(triphenylphosphine) palladium(0); sodium carbonate In N,N-dimethyl-formamide at 90℃; for 2h; Schlenk technique; Inert atmosphere; chemoselective reaction; | 93% |
1-Chloro-3-chloromethyl-benzene
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 80℃; for 2h; | 93% |
N-tert-butyl-3-methylpyridine-2-carboxamide
1-Chloro-3-chloromethyl-benzene
3-<2-(3-chlorophenyl)ethyl>-N-(1,1-dimethylethyl)-2-pyridinecarboxamide
Conditions | Yield |
---|---|
With n-butyllithium; sodium bromide In tetrahydrofuran; hexane; water | 92% |
(E)-(1-bromoprop-1-en-2-yl)benzene
1-Chloro-3-chloromethyl-benzene
(E)-1-chloro-3-(3-phenylbut-2-en-1-yl)benzene
Conditions | Yield |
---|---|
With N,N,N,N,-tetramethylethylenediamine; bis(di-tert-butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(II); zinc In water at 20℃; for 6h; Inert atmosphere; | 92% |
3,5-dimethyl-1H-pyrazole
1-Chloro-3-chloromethyl-benzene
1-(3-chlorobenzyl)-3,5-dimethyl-1H-pyrazole
Conditions | Yield |
---|---|
Stage #1: 3,5-dimethyl-1H-pyrazole With potassium hydroxide In dimethyl sulfoxide at 20 - 80℃; for 1h; Inert atmosphere; Stage #2: 1-Chloro-3-chloromethyl-benzene In dimethyl sulfoxide at 20℃; for 2h; Inert atmosphere; | 92% |
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