2-chloro-4-hydroxybenzonitrile
2-chloro-4-hydroxybenzaldehyde
Conditions | Yield |
---|---|
Stage #1: 2-chloro-4-hydroxybenzonitrile With diisobutylaluminium hydride In tetrahydrofuran; hexane at -78 - 20℃; for 19h; Stage #2: With hydrogenchloride In tetrahydrofuran; hexane; water at 0℃; | 84% |
With diisobutylaluminium hydride In tetrahydrofuran; hexane at -78 - 20℃; for 3h; | |
Stage #1: 2-chloro-4-hydroxybenzonitrile With diisobutylaluminium hydride In hexane; chloroform at -50℃; for 1.5h; Stage #2: With hydrogenchloride In methanol; water |
Conditions | Yield |
---|---|
Stage #1: 3-monochlorophenol; chloroform With calcium hydroxide; water; sodium carbonate for 4.33333h; Heating / reflux; Stage #2: With hydrogenchloride In chloroform; water | 16% |
With water; sodium carbonate; calcium hydroxide for 4.33333h; Inert atmosphere; Reflux; | 15.3% |
With sodium carbonate; calcium hydroxide In water for 3h; Reflux; Inert atmosphere; | 15.3% |
Conditions | Yield |
---|---|
With hydrogenchloride; aluminium trichloride; benzene at 30℃; Durch Erhitzen des Reaktionsproduktes mit verd. Salzsaeure; |
2-chloro-4-nitrotoluene
2-chloro-4-hydroxybenzaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide; sulfur Diazotieren des Reaktionsproduktes und nachfolgendes Kochen mit 40prozentiger Schwefelsaeure; |
2,4-dichlorobenzaldeyhde
2-chloro-4-hydroxybenzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate at 220℃; unter Druck; |
3-monochlorophenol
trichloroacetic acid
A
4-chlorosalicylaldehyde
B
2-chloro-4-hydroxybenzaldehyde
Conditions | Yield |
---|---|
With potassium hydroxide; water |
Conditions | Yield |
---|---|
With sodium hydroxide Mengenverhaeltnis zwischen den Produkten; | |
With extinguished lime; sodium carbonate; calcium carbonate |
Conditions | Yield |
---|---|
With sodium hydroxide Mengenverhaeltnis zwischen den Produkten; |
3-monochlorophenol
trichloroacetic acid
A
4-chlorosalicylaldehyde
B
2-chloro-4-hydroxybenzaldehyde
Conditions | Yield |
---|---|
With ammonium hydroxide In methanol; water at 0 - 20℃; for 28h; Inert atmosphere; | 100% |
2-chloro-4-hydroxybenzaldehyde
2-amino-4,6-dimethoxybenzamide
Conditions | Yield |
---|---|
With iodine In ethanol for 4h; Inert atmosphere; Reflux; | 100% |
2-chloro-4-hydroxybenzaldehyde
tert-butyldimethylsilyl chloride
4-{[tert-butyl(dimethyl)silyl]oxy}-2-chlorobenzaldehyde
Conditions | Yield |
---|---|
With 1H-imidazole In N,N-dimethyl-formamide | 99% |
With 1H-imidazole; dmap In DMF (N,N-dimethyl-formamide) at 20℃; for 16h; | 75% |
With 1H-imidazole; dmap In N,N-dimethyl-formamide at 20℃; for 65h; | 39% |
1-bromo-4-butene
2-chloro-4-hydroxybenzaldehyde
4-(but-3-enyloxy)-2-chlorobenzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 12h; Inert atmosphere; | 98% |
2-chloro-4-hydroxybenzaldehyde
4-acetoxy-2-chlorobenzaldehyde
Conditions | Yield |
---|---|
With pyridine; acetic anhydride In dichloromethane | 96% |
2,4-thiazolidinedion
2-chloro-4-hydroxybenzaldehyde
Conditions | Yield |
---|---|
With piperidine; acetic acid In toluene at 80℃; Dean-Stark; | 95% |
2-chloro-4-hydroxybenzaldehyde
C13H14BrNO
2-chloro-4-[(5-isopropyl-3-phenylisoxazol-4-yl)methoxy]benzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 3h; | 94% |
4-(hydroxymethyl)-5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazole
2-chloro-4-hydroxybenzaldehyde
2-chloro-4-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methoxy]benzaldehyde
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In tetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere; | 94% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 80℃; for 2.5h; | 93% |
2-chloro-4-hydroxybenzaldehyde
6-(Butylamino)-3-methyluracil
10-Butyl-8-hydroxy-3-methyl-10H-pyrimido[4,5-b]quinoline-2,4-dione
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 5h; Heating; | 92% |
2-chloro-4-hydroxybenzaldehyde
4-(chloromethyl)-5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazole
2-chloro-4-[[5-cyclopropyl-3-(2,6-dichlorophenyl)-1,2-oxazol-4-yl]methoxy]benzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 60℃; | 90% |
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide; potassium carbonate In butanone for 5h; Reflux; | 89% |
Conditions | Yield |
---|---|
With hydrogenchloride In water; acetic acid at 20℃; for 2h; | 88.9% |
2-chloro-4-hydroxybenzaldehyde
benzyl bromide
4-(benzyloxy)-2-chlorobenzaldehyde
Conditions | Yield |
---|---|
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 72h; Product distribution / selectivity; | 87% |
With caesium carbonate In N,N-dimethyl-formamide at 20℃; for 72h; Product distribution / selectivity; | 87% |
With potassium carbonate In acetone for 2h; Heating; | 80% |
With caesium carbonate In acetonitrile at 20℃; for 2h; | 59% |
2-chloro-4-hydroxybenzaldehyde
cyclohexylethan-1-ol
2-chloro-4-(2-cyclohexylethoxy)benzaldehyde
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran; toluene at 0 - 20℃; Mitsunobu Displacement; | 87% |
2-chloro-4-hydroxybenzaldehyde
1-chloro-3-hydroxypropane
Conditions | Yield |
---|---|
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 5 - 70℃; for 16h; Inert atmosphere; | 86.6% |
2-chloro-4-hydroxybenzaldehyde
acetyl chloride
4-acetoxy-2-chlorobenzaldehyde
Conditions | Yield |
---|---|
With triethylamine In tetrahydrofuran at 0 - 20℃; for 1h; | 86% |
2-chloro-4-hydroxybenzaldehyde
3-chloro-4-(2-oxa-6-azaspiro[3.3]heptan-6-ylmethyl)phenol
Conditions | Yield |
---|---|
With sodium tris(acetoxy)borohydride In dichloromethane | 85% |
2-chloro-4-hydroxybenzaldehyde
2-oxa-6-azaspiro[3.3]heptane
3-chloro-4-(2-oxa-6-azaspiro[3.3]heptan-6-ylmethyl)phenol
Conditions | Yield |
---|---|
Stage #1: 2-chloro-4-hydroxybenzaldehyde; 2-oxa-6-azaspiro[3.3]heptane In dichloromethane for 0.333333h; Stage #2: With sodium tris(acetoxy)borohydride In dichloromethane at 20℃; | 85% |
2-chloro-4-hydroxybenzaldehyde
6-methylamino-3-methyluracil
3,10-Dimethyl-8-hydroxy-2,4(3H,10H)-pyrimido<4,5-b>chinolindion
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 5h; Heating; | 83% |
2-chloro-4-hydroxybenzaldehyde
4-bromoethylbutanoate
Conditions | Yield |
---|---|
Stage #1: 2-chloro-4-hydroxybenzaldehyde With potassium carbonate; potassium iodide In 1-methyl-pyrrolidin-2-one at 20℃; for 0.5h; Inert atmosphere; Stage #2: Ethyl 4-bromobutyrate In 1-methyl-pyrrolidin-2-one at 60℃; for 7h; Inert atmosphere; | 82% |
2-chloro-4-hydroxybenzaldehyde
5-bromo-2-chloro-4-hydroxybenzaldehyde
Conditions | Yield |
---|---|
With pyridinium hydrobromide perbromide In methanol at 0℃; for 4h; Inert atmosphere; | 81.27% |
With pyridinium hydrobromide perbromide In methanol at 0℃; for 5h; | 73% |
With pyridinium tribromide In methanol at 0℃; for 4h; | |
With Pyridine hydrobromide In dichloromethane at 0℃; for 5h; |
2-chloro-4-hydroxybenzaldehyde
2,4-bis(trifluoromethyl)benzyl bromide
4-{[2,4-bis(trifluoromethyl)benzyl]oxy}-2-chlorobenzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 3.5h; | 81% |
3-(1-methylpiperidine-4-yl)propane-1-ol
2-chloro-4-hydroxybenzaldehyde
2-chloro-4-[3-(1-methyl-piperidin-4-yl)-propoxy]-benzaldehyde
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 16h; | 80% |
2-chloro-4-hydroxybenzaldehyde
6-anilinouracil
8-Hydroxy-10-phenyl-10H-pyrimido[4,5-b]quinoline-2,4-dione
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide for 5h; Heating; | 79% |
2-chloro-4-hydroxybenzaldehyde
[3-(2,6-dichlorophenyl)-5-(propan-2-yl)-1,2-oxazol-4-yl]methanol
3-(2,6-dichlorophenyl)-4-(3'-chloro-4'-formylphenoxy)-methyl-5-isopropyl-isoxazole
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 20℃; for 4h; Mitsunobu Displacement; Inert atmosphere; | 78% |
With di-isopropyl azodicarboxylate; thiamine diphosphate In dichloromethane at 20℃; for 4h; Mitsunobu reaction; | 63% |
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 20℃; for 4h; Mitsunobu reaction; | 63% |
With di-isopropyl azodicarboxylate; triphenylphosphine In dichloromethane at 0 - 20℃; |
2-benzofuran-1(3H)-one
2-chloro-4-hydroxybenzaldehyde
Conditions | Yield |
---|---|
With hydrazine hydrate In ethanol at 78℃; for 8h; Green chemistry; | 78% |
4-(bromomethyl)-3-(2,6-dichlorophenyl)-5-isopropyl-isoxazole
2-chloro-4-hydroxybenzaldehyde
3-(2,6-dichlorophenyl)-4-(3'-chloro-4'-formylphenoxy)-methyl-5-isopropyl-isoxazole
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 3h; | 77% |
2-chloro-4-hydroxybenzaldehyde
C15H18BrNO
2-chloro-4-{[3-(2,6-dimethylphenyl)-5-isopropylisoxazol-4-yl]methoxy}benzaldehyde
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 3h; | 77% |
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