img _fcksaAppearance:off-white to beige-brown crystalline powder Storage:Store in dry, dark and ventilated place. Package:according to the clients requirement Application:It is an important raw material and intermediate used in Organic Synthesis, P
Cas:487-89-8
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Name: 3-Indolecarboxaldehyde CAS:487-89-8 MF: C9H7NO Appearance:White crystalline Storage:Store in cool and dry place, away from sun light. Package:25kg Application:Organic Intermediate Transportation:By sea or by air Port:Qingdao Port
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inquiry1-(methanesulfonyl)-1H-indole-3-carboxaldehyde
Indole-3-carboxaldehyde
Conditions | Yield |
---|---|
With tetrabutyl ammonium fluoride In tetrahydrofuran for 1h; Heating; | 100% |
1-tert-butoxycarbonyl-3-formylindole
Indole-3-carboxaldehyde
Conditions | Yield |
---|---|
With potassium phosphate In methanol at 120℃; under 5171.62 Torr; for 0.0333333h; Microwave irradiation; | 100% |
With sodium carbonate In 1,2-dimethoxyethane; water for 1.5h; Heating; | 98% |
In various solvent(s) at 150℃; for 0.0833333h; microwave irradiation; | 96% |
1-acetyl-3-indolylcarbaldehyde
Indole-3-carboxaldehyde
Conditions | Yield |
---|---|
With polymer-supported potassium thiophenolate In tetrahydrofuran; methanol at 20℃; for 3h; | 99% |
Indole-3-carboxaldehyde
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran; hexane at 40 - 45℃; for 2h; | 99% |
With n-butyllithium; diisopropylamine In tetrahydrofuran; hexanes at -78 - 45℃; for 2h; Inert atmosphere; | 99% |
Conditions | Yield |
---|---|
With trichlorophosphate at 0 - 35℃; for 2.08333h; | 98% |
With trichlorophosphate at 0 - 55℃; for 2h; | 98% |
Stage #1: N,N-dimethyl-formamide With trichlorophosphate at 0 - 2℃; for 0.5h; Vilsmeier-Haack Formylation; Stage #2: indole at 35℃; for 1h; Vilsmeier-Haack Formylation; Stage #3: With water; sodium hydroxide for 0.5h; Reflux; | 98% |
Conditions | Yield |
---|---|
With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione In dimethyl sulfoxide for 8h; Ambient temperature; | 98% |
With 1,3,6,8-tetra-n-butylpyrimido<5,4-g>pteridine-2,4,5,7(1H,3H,6H,8H)-tetrone 10-oxide In acetonitrile for 0.0333333h; Irradiation; | 90% |
With LACTIC ACID; dihydrogen peroxide at 30℃; for 7h; | 87% |
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; 4-(trifluoromethyl)benzoic anhydride; silver trifluoromethanesulfonate; titanium tetrachloride In dichloromethane for 20h; Ambient temperature; | 88% |
Conditions | Yield |
---|---|
With copper(II) choride dihydrate; water In acetonitrile at 75℃; for 1h; | 88% |
With iron(III) chloride In N,N-dimethyl-formamide at 25℃; for 0.666667h; sonication; | 76% |
(3-formylindol-4-yl)thallium (III) bistrifluoroacetate
methyl vinyl ketone
A
Indole-3-carboxaldehyde
Conditions | Yield |
---|---|
palladium diacetate In N,N-dimethyl-formamide at 120℃; | A n/a B 86% |
Conditions | Yield |
---|---|
With pyridinium chlorochromate In N,N-dimethyl-formamide at 100℃; for 0.5h; Reagent/catalyst; | 85% |
Stage #1: 3-(Dimethylaminomethyl)indole With iodine; sodium carbonate In 1,4-dioxane at 20℃; for 12h; Stage #2: With water In 1,4-dioxane for 3h; Reagent/catalyst; Solvent; | 81% |
With hexamethylenetetramine; water; propionic acid | |
Multi-step reaction with 2 steps 1: PhIO/TMSN3 2: water View Scheme |
1-<2-(2-bromophenyl)-1-oxoethyl>-1H-indole-3-carboxaldehyde
Indole-3-carboxaldehyde
Conditions | Yield |
---|---|
With dichloro bis(acetonitrile) palladium(II); N-benzyl-N,N,N-triethylammonium chloride In N,N-dimethyl-formamide | 85% |
N-((1H-indol-3-yl)methyl)aniline
Indole-3-carboxaldehyde
Conditions | Yield |
---|---|
With tert.-butylhydroperoxide; ruthenium(III)chloride hydrate; trimethylpyruvic acid In N-methyl-acetamide at 25℃; for 24h; Inert atmosphere; | 85% |
With tert-Butyl peroxybenzoate; tetra-(n-butyl)ammonium iodide; Trimethylacetic acid In dimethyl sulfoxide at 80℃; for 8h; Inert atmosphere; | 70% |
Conditions | Yield |
---|---|
With D-Glucose; Escherichia coli endogenous alcohol dehydrogenase; Segniliparus rugosus carboxylic acid reductase; dimethyl sulfoxide; magnesium chloride In aq. phosphate buffer at 30℃; for 7h; pH=8; Reagent/catalyst; Enzymatic reaction; | 85% |
Stage #1: 1H-indole-3-carboxylic acid With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 25℃; Inert atmosphere; Stage #2: With manganese(IV) oxide In acetonitrile at 20℃; Inert atmosphere; | |
With D-Glucose; Bacillus subtilis glucose dehydrogenase; Segniliparus rugosus carboxylic acid reductase; nicotinamide adenine dinucleotide phosphate; dimethyl sulfoxide; ATP; magnesium chloride In aq. phosphate buffer at 30℃; for 18h; pH=7.5; Enzymatic reaction; | |
With 2,6-dimethylpyridine; nickel(II) bromide trihydrate; phenylsilane; 4,4'-di-tert-butyl-2,2'-bipyridine; zinc; dimethyl dicarbonate In ethyl acetate at 60℃; for 24h; Schlenk technique; Inert atmosphere; | 54 %Chromat. |
3-(1,3-dithiolan-2-yl)-1H-indole
Indole-3-carboxaldehyde
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate; water; mercury(II) oxide In tetrahydrofuran for 1h; Ambient temperature; | 84% |
Conditions | Yield |
---|---|
With tert-Butyl peroxybenzoate; Trimethylacetic acid In dimethyl sulfoxide at 80℃; for 8h; Inert atmosphere; | 82% |
With tert.-butylhydroperoxide; ruthenium(III)chloride hydrate; trimethylpyruvic acid In N-methyl-acetamide at 25℃; for 24h; Inert atmosphere; regioselective reaction; | 81% |
Indole-3-carboxaldehyde
Conditions | Yield |
---|---|
With water; ammonium chloride; zinc In methanol at 60℃; for 2h; | 82% |
indole
isocyanoacetic acid methyl ester
N,N-dimethyl-formamide
A
Indole-3-carboxaldehyde
B
methyl (Z)-2-(dimethylaminomethyleneamino)-3-<3(1H)-indolyl>acrylate
Conditions | Yield |
---|---|
With sodium carbonate; trichlorophosphate In methanol at 25℃; for 24h; (One-pot); | A 9% B 80% |
1-(2-azido-ethyl)-1H-indole-3-carbaldehyde
A
Indole-3-carboxaldehyde
Conditions | Yield |
---|---|
In various solvent(s) at 180℃; | A 20% B 80% |
4-carboxyquinoline 1-oxide
A
Indole-3-carboxaldehyde
B
2-quinolone-4-carboxylic acid
Conditions | Yield |
---|---|
In methanol for 0.666667h; Irradiation; | A 6.3% B 79% |
In methanol for 0.666667h; Irradiation; | A 6.3% B 79% |
Indole-3-carboxaldehyde
Conditions | Yield |
---|---|
With pyridinium p-toluenesulfonate; diethylazodicarboxylate In acetonitrile at 60℃; for 11h; | 77% |
Conditions | Yield |
---|---|
With water; iodine; oxygen; sodium carbonate In 1,4-dioxane at 100℃; under 760.051 Torr; for 36h; Schlenk technique; Sealed tube; | 75% |
With water; oxygen; potassium iodide In acetonitrile at 25℃; under 750.075 Torr; for 48h; Irradiation; | 67% |
With water; oxygen; rose bengal; potassium iodide In acetonitrile at 60℃; for 48h; Irradiation; | 52% |
With potassium carbonate; copper dichloride In acetonitrile for 1h; Reflux; | 43% |
With water; oxygen; potassium iodide In acetonitrile at 25℃; under 750.075 Torr; for 36h; Irradiation; | 35% |
Conditions | Yield |
---|---|
With ammonium acetate for 6h; Henry reaction; Reflux; | 100% |
With ethylenediamine for 3h; Reflux; | 95% |
With ammonium acetate In benzene Reflux; | 94% |
Conditions | Yield |
---|---|
With magnesium sulfate In methanol; dichloromethane for 7h; Heating; | 100% |
With water | |
In water 1.) 40 - 45 deg C, 15 min, 2.) room temp., 4 h; Yield given; |
Conditions | Yield |
---|---|
With sodium tetrahydroborate In methanol at 0℃; for 1h; | 100% |
With formic acid In ethanol at 80℃; for 12h; Catalytic behavior; | 91% |
With ammonia; calcium In tetrahydrofuran at -33℃; for 2h; other reagents: lithium, sodium, liq. ammonia; | 80% |
Indole-3-carboxaldehyde
1-chloro-4-pentyne
1-(4-pentenyl)-1H-indole-3-carboxaldehyde
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 75℃; for 5h; Alkylation; | 100% |
With sodium hydride 1.) DMF, 70 deg C, 30 min, 2.) DMF, RT, 1 h; Yield given. Multistep reaction; | |
With sodium hydride 1.) DMF, RT, 10 min, 2.) DMF, from 70 to 80 deg C, 2 h; Multistep reaction; | |
Stage #1: 1-chloro-4-pentyne With sodium iodide In N,N-dimethyl-formamide at 20℃; for 0.25h; Inert atmosphere; Stage #2: Indole-3-carboxaldehyde With sodium hydride In N,N-dimethyl-formamide; mineral oil for 48h; Inert atmosphere; |
Indole-3-carboxaldehyde
di-tert-butyl dicarbonate
1-tert-butoxycarbonyl-3-formylindole
Conditions | Yield |
---|---|
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane at 0℃; for 1.83333h; Substitution; | 100% |
With dmap; triethylamine In dichloromethane at 20℃; | 100% |
With dmap; triethylamine In dichloromethane at 20℃; for 0.5h; Inert atmosphere; | 100% |
Indole-3-carboxaldehyde
ethyl bromoacetate
(3-formylindol-1-yl)acetic acid ethyl ester
Conditions | Yield |
---|---|
With sodium hydride In N,N-dimethyl-formamide at 15 - 20℃; for 16.5h; | 100% |
Stage #1: Indole-3-carboxaldehyde With sodium hydride In N,N-dimethyl-formamide Stage #2: ethyl bromoacetate In N,N-dimethyl-formamide at 20℃; for 16h; | 100% |
With sodium hydride In DMF (N,N-dimethyl-formamide) at 15 - 20℃; for 16.5h; | 100% |
Indole-3-carboxaldehyde
benzyl chloroformate
N-benzyloxycarbonyl-indole-3-carbaldehyde
Conditions | Yield |
---|---|
With dmap; sodium carbonate In water; acetonitrile at 20℃; for 24h; | 100% |
With triethylamine In tetrahydrofuran 1) 3-5 deg C, 0.5 h; 2) room temperature, 2 h; | 96% |
Stage #1: Indole-3-carboxaldehyde With triethylamine In dichloromethane at 0 - 20℃; for 1h; Stage #2: benzyl chloroformate In dichloromethane for 18h; | 92% |
Indole-3-carboxaldehyde
3-aminomethylindole
Conditions | Yield |
---|---|
Stage #1: Indole-3-carboxaldehyde With hydrogenchloride; ammonia In methanol; water for 5h; Stage #2: With hydrogen; Raney nickel In methanol; water under 3102.97 Torr; | 100% |
With ammonium acetate; sodium cyanoborohydride; acetic acid | |
Stage #1: Indole-3-carboxaldehyde With ammonia; ammonium chloride In methanol for 5h; Stage #2: With hydrogen; nickel In methanol; water under 3102.89 Torr; |
Conditions | Yield |
---|---|
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane Heating; | 100% |
With triethylamine In dichloromethane for 1h; Acetylation; Heating; | 98% |
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane | 90% |
With triethylamine In tetrahydrofuran at 20℃; for 3h; |
Indole-3-carboxaldehyde
1-Benzylindole-3-carboxaldehyde
Conditions | Yield |
---|---|
Stage #1: Indole-3-carboxaldehyde With sodium hydride In acetonitrile Stage #2: benzyl halide In acetonitrile | 100% |
With potassium carbonate In N,N-dimethyl-formamide at 20℃; | 87% |
With potassium carbonate In acetone Alkylation; | 85% |
Indole-3-carboxaldehyde
methyl chloroformate
1-methoxycarbonylindole-3-carboxaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate In dichloromethane Heating; | 100% |
Stage #1: Indole-3-carboxaldehyde With sodium hydride In acetonitrile; mineral oil at 20℃; for 0.0833333h; Stage #2: methyl chloroformate In acetonitrile; mineral oil for 0.166667h; | 85% |
Stage #1: Indole-3-carboxaldehyde With sodium hydride In acetonitrile; mineral oil at 20℃; for 0.0833333h; Stage #2: methyl chloroformate In acetonitrile; mineral oil at 20℃; for 0.166667h; | 85% |
Indole-3-carboxaldehyde
Ethyl 3-bromopropionate
3-(3-formyl-indol-1-yl)-propionic acid ethyl ester
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile for 48h; Heating / reflux; | 100% |
With potassium carbonate In acetonitrile for 48h; Heating / reflux; | 100% |
With potassium carbonate In acetonitrile for 48h; Heating / reflux; | 100% |
With potassium carbonate In acetonitrile for 48h; Heating / reflux; | 100% |
With potassium carbonate In acetonitrile for 48h; |
Conditions | Yield |
---|---|
With hydrogenchloride In ethanol; water at 75℃; for 5h; | 100% |
With hydrogenchloride In methanol |
Conditions | Yield |
---|---|
at 20℃; for 12h; | 100% |
With sodium sulfate In chloroform at 20℃; for 48h; |
Indole-3-carboxaldehyde
C16H9Cl2NO2
Conditions | Yield |
---|---|
Stage #1: Indole-3-carboxaldehyde With sodium hydride In acetonitrile Stage #2: 2,6-dichlorobenzoyl halide In acetonitrile | 100% |
Indole-3-carboxaldehyde
1-(4-chlorobenzoyl)indole-3-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: Indole-3-carboxaldehyde With sodium hydride In acetonitrile Stage #2: 4-chlorobenzoyl halide In acetonitrile | 100% |
Indole-3-carboxaldehyde
1-Allyl-1H-indole-3-carboxaldehyde
Conditions | Yield |
---|---|
Stage #1: Indole-3-carboxaldehyde With sodium hydride In acetonitrile Stage #2: allyl halide In acetonitrile | 100% |
Stage #1: Indole-3-carboxaldehyde With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; Stage #2: allyl halide In N,N-dimethyl-formamide; mineral oil for 2h; | 45% |
Stage #1: Indole-3-carboxaldehyde With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; for 1h; Stage #2: allyl halide In N,N-dimethyl-formamide; mineral oil | 45% |
Indole-3-carboxaldehyde
1-benzoyl-1H-indole-3-carbaldehyde
Conditions | Yield |
---|---|
Stage #1: Indole-3-carboxaldehyde With sodium hydride In acetonitrile Stage #2: benzoyl halide In acetonitrile | 100% |
With N-benzyl-N,N,N-triethylammonium chloride; sodium hydroxide In dichloromethane; water |
Conditions | Yield |
---|---|
Stage #1: Indole-3-carboxaldehyde With sodium hydride In acetonitrile Stage #2: cinnamyl halide In acetonitrile | 100% |
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