2-(indoline-1-carbonyl)-3-(indolin-1-yl)-3-oxopropionic acid
A
methanetri-N-(indolin-1-yl)carboxamide
B
methanetricarboxylic acid triethyl ester
Conditions | Yield |
---|---|
at 220℃; | A 85% B n/a |
triethyl pent-4-ene-1,2,2-tricarboxylate
methanetricarboxylic acid triethyl ester
Conditions | Yield |
---|---|
With titanium(IV) isopropylate; isopropylmagnesium chloride In diethyl ether at -50 - -40℃; for 1h; deallylation; | 83% |
chloroformic acid ethyl ester
diethyl malonate
methanetricarboxylic acid triethyl ester
Conditions | Yield |
---|---|
With magnesium oxide In toluene at 80 - 83℃; for 7h; further reag.: Mg(OH)2, K2CO3, Et3N, pyridine,; add of Bu4NCl,MgCl2; var solv. temp. and time; | 71% |
Stage #1: diethyl malonate With magnesium ethylate In ethanol at 80℃; for 2h; Stage #2: chloroformic acid ethyl ester In tetrahydrofuran; tetrachloromethane; ethanol for 1h; Heating; | 71% |
With magnesium oxide In toluene at 80℃; for 7h; Temperature; | 65% |
isobutyl chloroformate
A
methanetricarboxylic acid triethyl ester
B
diethyl isobutyl methanetricarboxylate
C
ethyl-diisobutyl methanetricarboxylate
Conditions | Yield |
---|---|
With magnesium oxide In toluene at 80 - 83℃; for 7h; | A 1.5% B 69% C 2.7% |
A
methanetricarboxylic acid triethyl ester
B
diethyl [2-(ethoxycarbonyl)-3-phenyl-2-(E)-propenyl]malonate
Conditions | Yield |
---|---|
With titanium(IV) isopropylate; isopropylmagnesium chloride In diethyl ether at -50 - -40℃; for 1h; Rearrangement; depropargylation; | A 19% B 57% |
(Oxomethylen)malonsaeure-diethylester
ethanol
methanetricarboxylic acid triethyl ester
(Oxomethylen)malonsaeure-diethylester
methanetricarboxylic acid triethyl ester
Conditions | Yield |
---|---|
at 180℃; | |
at 180℃; | |
With ethanol |
bromo-methanetricarboxylic acid triethyl ester
sodium diethylmalonate
A
methanetricarboxylic acid triethyl ester
B
tetraethyl ethane-1,1,2,2-tetracarboxylate
methanetetracarboxylic acid tetraethyl ester
methanetricarboxylic acid triethyl ester
Conditions | Yield |
---|---|
With alkali |
sodium diethylmalonate
chloroformic acid ethyl ester
methanetricarboxylic acid triethyl ester
Conditions | Yield |
---|---|
With benzene |
ethanol
chloroformic acid ethyl ester
methanetricarboxylic acid triethyl ester
sodium diethylmalonate
chloroformic acid ethyl ester
A
methanetricarboxylic acid triethyl ester
B
methanetetracarboxylic acid tetraethyl ester
sodium ethanolate
chloroformic acid ethyl ester
diethyl malonate
methanetricarboxylic acid triethyl ester
sodium ethanolate
ethyl acetate
Diethyl carbonate
A
methanetricarboxylic acid triethyl ester
B
diethyl malonate
Conditions | Yield |
---|---|
unter Abdestillieren des entstandenen Alkohols; |
ethyl acetate
Diethyl carbonate
A
methanetricarboxylic acid triethyl ester
B
diethyl malonate
Conditions | Yield |
---|---|
With sodium ethanolate | |
With sodium ethanolate |
sodium diethylmalonate
Ethyl oxalyl chloride
methanetricarboxylic acid triethyl ester
Conditions | Yield |
---|---|
Des gebildeten Produkts durch Abspaltung von CO aus dem als Hauptprodukt gebildeten Oxalmalonester; |
Conditions | Yield |
---|---|
With tetrachloromethane; ethanol; magnesium R4:Aether,man versetzt mit Chlorameisensaeureaethylester in Aether,erwaermt auf dem Wasserbad und zersetzt die erhaltene Magnesiumverbindung durch verd.Essigsaeure; |
methanetricarboxylic acid triethyl ester
methanetricarboxylic acid triethyl ester
Conditions | Yield |
---|---|
at 250℃; under 20 Torr; |
(Oxomethylen)malonsaeure-diethylester
methanetricarboxylic acid triethyl ester
Conditions | Yield |
---|---|
at 100℃; |
oxo-ethane-1,1,2-tricarboxylic acid triethyl ester
A
methanetricarboxylic acid triethyl ester
Conditions | Yield |
---|---|
Erhitzen; quantitativer Zerfall beginnt langsam bei 60grad und verlaeuft rasch bei 175grad; | |
Destillation; |
tetrachloromethane
diethyl 2-diazo-3-oxosuccinate
A
(Oxomethylen)malonsaeure-diethylester
B
methanetricarboxylic acid triethyl ester
Conditions | Yield |
---|---|
Erhitzen; |
diethyl ether
sodium diethylmalonate
chloroformic acid ethyl ester
A
methanetricarboxylic acid triethyl ester
sodium diethylmalonate
chloroformic acid ethyl ester
benzene
A
methanetricarboxylic acid triethyl ester
sodium diethylmalonate
Ethyl oxalyl chloride
A
methanetricarboxylic acid triethyl ester
Conditions | Yield |
---|---|
und Destillation die Produkte; |
methanetricarboxylic acid triethyl ester
methyl vinyl ketone
2-Ethoxycarbonyl-2-(3-oxo-butyl)-malonic acid diethyl ester
Conditions | Yield |
---|---|
With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In toluene at 20℃; for 12h; | 100% |
In ethanol at 90℃; for 24h; Michael addition; | 70% |
methanetricarboxylic acid triethyl ester
3-(4-methoxyphenyl)-5-(bromomethyl)isoxazole
Conditions | Yield |
---|---|
With potassium carbonate In acetonitrile at 20℃; | 100% |
methanetricarboxylic acid triethyl ester
Conditions | Yield |
---|---|
With acetic acid In toluene at 140℃; for 1.75h; | 100% |
methanetricarboxylic acid triethyl ester
hexaethyl ethane-1,1,1,2,2,2-hexacarboxylate
Conditions | Yield |
---|---|
With triethylamine In acetonitrile at -40℃; electrolysis; | 98% |
1,2,3,4-tetrahydroisoquinoline
methanetricarboxylic acid triethyl ester
ethyl 1-hydroxy-3-oxo-6,7-dihydro-3H,5H-pyrido-[3,2,1-ij]quinoline-2-carboxylate
Conditions | Yield |
---|---|
at 220℃; for 0.25h; | 98% |
Stage #1: 1,2,3,4-tetrahydroisoquinoline; methanetricarboxylic acid triethyl ester at 100 - 215℃; Stage #2: With sodium carbonate In water at 70 - 80℃; Stage #3: With hydrogenchloride In water pH=4.5 - 5; | 96% |
In diphenylether at 215 - 220℃; for 0.333333h; | 95% |
methanetricarboxylic acid triethyl ester
sodium 1,3-diethoxy-2-(ethoxycarbonyl)-1,3-dioxopropan-2-ide
Conditions | Yield |
---|---|
With sodium ethanolate In diethyl ether; ethanol Cooling with ice; Inert atmosphere; | 96% |
With sodium In diethyl ether; ethanol | 83% |
With sodium In diethyl ether; ethanol | |
With sodium ethanolate In tetrahydrofuran; ethanol at 1℃; | |
With sodium ethanolate In tetrahydrofuran; ethanol at 0℃; Inert atmosphere; |
methanetricarboxylic acid triethyl ester
1-(4-bromophenyl)prop-2-ynyl pivalate
Conditions | Yield |
---|---|
With tetrakis(acetonitrile)copper(I)tetrafluoroborate; 2,6-bis[(S)-4-((S)-sec-butyl)-4,5-dihydrooxazol-2-yl]pyridine; N-ethyl-N,N-diisopropylamine In methanol at -20℃; for 20h; Inert atmosphere; Schlenk technique; enantioselective reaction; | 96% |
methanetricarboxylic acid triethyl ester
Conditions | Yield |
---|---|
Stage #1: methanetricarboxylic acid triethyl ester With sodium hydride In toluene at 80℃; for 2h; Inert atmosphere; Stage #2: Br(1-)*C24H29N2OS(1+) In toluene at 80℃; for 15h; Inert atmosphere; | 95.5% |
methanetricarboxylic acid triethyl ester
(3aR)-1,3-dibenzyl-2-oxo-(3ar,8ac,8bc)-decahydro-thieno[1',2':1,2]thieno[3,4-d]imidazolium; bromide
C32H40N2O7S
Conditions | Yield |
---|---|
Stage #1: methanetricarboxylic acid triethyl ester With sodium hydride In toluene at 80℃; for 2h; Inert atmosphere; Stage #2: (3aR)-1,3-dibenzyl-2-oxo-(3ar,8ac,8bc)-decahydro-thieno[1',2':1,2]thieno[3,4-d]imidazolium; bromide In toluene at 80℃; for 15h; | 95.5% |
methanetricarboxylic acid triethyl ester
Conditions | Yield |
---|---|
With tetrakis(acetonitrile)copper(I)tetrafluoroborate; 2,6-bis[(S)-4-((S)-sec-butyl)-4,5-dihydrooxazol-2-yl]pyridine; N-ethyl-N,N-diisopropylamine In methanol at -20℃; for 20h; Concentration; Inert atmosphere; Schlenk technique; enantioselective reaction; | 95% |
methanetricarboxylic acid triethyl ester
Conditions | Yield |
---|---|
With nitric acid; silver nitrate In water | 95% |
Conditions | Yield |
---|---|
With Wilkinson's catalyst; hex-1-yne In 1,4-dioxane at 135℃; for 24h; Reagent/catalyst; Inert atmosphere; | 95% |
methanetricarboxylic acid triethyl ester
(R)-1-[4-(trifluoromethyl)phenyl]ethan-1-ol
triethyl (2S)-2-[4-(trifluoromethyl)phenyl]propane-1,1,1-tricarboxylate
Conditions | Yield |
---|---|
With diethylazodicarboxylate; trimethylphosphane In toluene at -78 - 20℃; | 94% |
2-Methylthiophene
methanetricarboxylic acid triethyl ester
triethyl (5-methylthiophen-2-yl)methanetricarboxylate
Conditions | Yield |
---|---|
With sodium periodate; sodium acetate; manganese (II) acetate tetrahydrate; triphenylphosphine In acetic acid at 70℃; for 18h; Inert atmosphere; Schlenk technique; | 94% |
With potassium phosphate; iodine In water; acetonitrile at 20℃; for 20h; Reagent/catalyst; Solvent; Irradiation; | 83% |
methanetricarboxylic acid triethyl ester
Conditions | Yield |
---|---|
With tetrakis(acetonitrile)copper(I)tetrafluoroborate; 2,6-bis[(S)-4-((S)-sec-butyl)-4,5-dihydrooxazol-2-yl]pyridine; N-ethyl-N,N-diisopropylamine In methanol at -20℃; for 20h; Inert atmosphere; Schlenk technique; enantioselective reaction; | 94% |
furan
methanetricarboxylic acid triethyl ester
triethyl furan-2-ylmethanetricarboxylate
Conditions | Yield |
---|---|
With sodium periodate; sodium acetate; manganese (II) acetate tetrahydrate; triphenylphosphine In acetic acid at 70℃; for 18h; Inert atmosphere; Schlenk technique; | 93% |
With sodium acetate; manganese triacetate In acetic acid at 60 - 65℃; for 24h; | 92% |
methanetricarboxylic acid triethyl ester
crotonaldehyde
2-Ethoxycarbonyl-2-(1-methyl-3-oxo-propyl)-malonic acid diethyl ester
Conditions | Yield |
---|---|
With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In toluene at 20℃; for 12h; | 93% |
methanetricarboxylic acid triethyl ester
(S)-1-phenylethanol
triethyl (2S)-2-phenylpropane-1,1,1-tricarboxylate
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; trimethylphosphane In toluene at -78 - 20℃; | 92.1% |
methanetricarboxylic acid triethyl ester
ethylene dibromide
triethyl 3-bromopropane-1,1,1-tricarboxylate
Conditions | Yield |
---|---|
Stage #1: methanetricarboxylic acid triethyl ester With sodium ethanolate In diethyl ether at 0 - 20℃; for 0.5h; Metallation; Stage #2: ethylene dibromide In N,N-dimethyl-formamide at 90℃; for 10h; Condensation; Further stages.; | 92% |
2-Iodothiophene
methanetricarboxylic acid triethyl ester
triethyl (5-iodothiophen-2-yl)methanetricarboxylate
Conditions | Yield |
---|---|
With sodium periodate; sodium acetate; manganese (II) acetate tetrahydrate; triphenylphosphine In acetic acid at 70℃; for 18h; Inert atmosphere; Schlenk technique; | 92% |
methanetricarboxylic acid triethyl ester
Conditions | Yield |
---|---|
With tetrakis(acetonitrile)copper(I)tetrafluoroborate; 2,6-bis[(S)-4-((S)-sec-butyl)-4,5-dihydrooxazol-2-yl]pyridine; N-ethyl-N,N-diisopropylamine In methanol at -20℃; for 20h; Inert atmosphere; Schlenk technique; enantioselective reaction; | 92% |
methanetricarboxylic acid triethyl ester
4,4-bis(t-butyldimethylsilyloxymethyl)-1,6-heptadiyne
Conditions | Yield |
---|---|
With decacarbonyldirhenium(0) In 1,4-dioxane at 135℃; for 8h; Inert atmosphere; | 92% |
Conditions | Yield |
---|---|
With di-isopropyl azodicarboxylate; trimethylphosphane In toluene at -78 - 20℃; | 91.4% |
methanetricarboxylic acid triethyl ester
titanium tetrachloride
tetrachloro(triethyl methanetricarboxylate-O,O')titanium(IV)
Conditions | Yield |
---|---|
In dichloromethane N2-atmosphere; dropwise addn. of slight excess of carboxylate to TiCl4 soln., stirring (room temp., 1 h); filtration, concn. (vac.), crystn. for 24 h, filtration, washing (hexane); elem. anal.; | 91.2% |
Conditions | Yield |
---|---|
With hydrogenchloride for 6h; Ambient temperature; | 91% |
methanetricarboxylic acid triethyl ester
acrylonitrile
Triethyl 3-cyanopropane-1,1,1-tricarboxylate
Conditions | Yield |
---|---|
With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In toluene at 20℃; for 5h; | 91% |
Stage #1: methanetricarboxylic acid triethyl ester With tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate In toluene at 20℃; Stage #2: acrylonitrile In toluene Further stages.; | 77% |
methanetricarboxylic acid triethyl ester
C6H9N3O3
Conditions | Yield |
---|---|
With sodium methylate In tetrahydrofuran at 20℃; for 0.2h; | 91% |
2-thienyl chloride
methanetricarboxylic acid triethyl ester
triethyl (5-chlorothiophen-2-yl)methanetricarboxylate
Conditions | Yield |
---|---|
With sodium periodate; sodium acetate; manganese (II) acetate tetrahydrate; triphenylphosphine In acetic acid at 70℃; for 18h; Inert atmosphere; Schlenk technique; | 91% |
1-indoline
methanetricarboxylic acid triethyl ester
1-hydroxy-3-oxo-5,6-dihydro-3H-pyrrolo[3,2,1-i,j]quinoline-2-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
at 220℃; for 0.25h; | 90% |
at 215℃; | 87% |
at 215℃; | 38% |
at 230℃; for 0.5h; | 23% |
methanetricarboxylic acid triethyl ester
N-(3,4,5-trimethoxyphenyl)benzenemethanamine
ethyl 4-hydroxy-2-oxo-1-(phenylmethyl)-7-(phenyloxy)-1,2-dihydro-3-quinolinecarboxylate
Conditions | Yield |
---|---|
In 1,4-dioxane at 250℃; for 1.5h; Product distribution / selectivity; Microwave; | 90% |
Molecular Structure of Methanetricarboxylicacid, 1,1,1-triethyl ester (CAS NO.6279-86-3):
Molecular Formula: C10H16O6
Molecular Weight: 232.2304
IUPAC Name: Triethyl methanetricarboxylate
Synonyms of Methanetricarboxylicacid, 1,1,1-triethyl ester (CAS NO.6279-86-3): AI3-18421 ; EINECS 228-477-2 ; Methanetricarboxylic acid, triethyl ester ; Triethyl methanetricarboxylate
CAS NO: 6279-86-3
Classification Code: C10 to C11 ; Carbonyl Compounds ; Esters
Melting point: 25-26 °C
Index of Refraction: 1.437
Molar Refractivity: 53.66 cm3
Molar Volume: 204.4 cm3
Surface Tension: 36.2 dyne/cm
Density: 1.136 g/cm3
Flash Point: 118.3 °C
Enthalpy of Vaporization: 52.01 kJ/mol
Boiling Point: 281.3 °C at 760 mmHg
Vapour Pressure: 0.00358 mmHg at 25°C
Safety Statements of Methanetricarboxylicacid, 1,1,1-triethyl ester (CAS NO.6279-86-3): 23-24/25
S23: Do not breathe vapour.
S24/25: Avoid contact with skin and eyes.
WGK Germany: 3
HS Code: 29171990
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