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inquiryConditions | Yield |
---|---|
at 350℃; under 3.8 Torr; | 80% |
Conditions | Yield |
---|---|
In tetrachloromethane at 90 - 95℃; for 1h; | A n/a B 77% |
Conditions | Yield |
---|---|
With hydrogenchloride; sodium hydride In tetrahydrofuran; paraffin for 1h; Heating; | 60% |
Conditions | Yield |
---|---|
With trifluorormethanesulfonic acid; trifluoroacetic anhydride In dichloromethane at 20℃; for 6h; | 42% |
1,1,2,2-tetramethoxyethylene
2,2,6-trimethyl-4H-1,3-dioxin-4-one
A
2,3-dihydro-2,2,3,3-tetramethoxy-6-methyl-4H-pyran-4-one
B
Dehydracetic acid
Conditions | Yield |
---|---|
In xylene for 0.666667h; Heating; | A 38% B n/a |
2,2,6-trimethyl-4H-1,3-dioxin-4-one
1-phenylbutan-1,3-dione
A
3-benzoyl-2,6-dimethyl-4-pyrone
B
Dehydracetic acid
Conditions | Yield |
---|---|
at 120 - 130℃; for 4h; | A 36% B 0.49 g |
Conditions | Yield |
---|---|
Stage #1: acetic acid; benzene With trifluoroacetic anhydride In dichloromethane at 20℃; for 0.25h; Stage #2: With trifluorormethanesulfonic acid In dichloromethane at 20℃; for 2h; | A 36% B 18% |
Creatinine
acetyl chloride
A
N-(1-methyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)acetamide
B
Dehydracetic acid
Conditions | Yield |
---|---|
A 25% B 10% |
Conditions | Yield |
---|---|
With chloro-trimethyl-silane; sodium iodide In acetonitrile for 4h; Ambient temperature; | A n/a B 15.6% C 22.4% |
2-methylene-4,4,5,5-tetramethyl-1,3-dioxolane
acetic anhydride
A
Essigsaeure-2-hydroxy-1,1,2-trimethylpropylester
B
Dehydracetic acid
Conditions | Yield |
---|---|
With dmap; water 1) 80 - 90 deg C, 2h, 2) 2h; Yield given. Multistep reaction; | A 15% B n/a |
With dmap; water 1) 80 - 90 deg C, 2h, 2) 2h; Yield given. Multistep reaction; | A n/a B 0.07 g |
Conditions | Yield |
---|---|
at 20℃; | 12% |
2-amino-1H-imidazol-4(5H)-one
acetyl chloride
A
1-acetylhydantoin
B
Dehydracetic acid
Conditions | Yield |
---|---|
A 9% B 10% |
Conditions | Yield |
---|---|
A 9% B 10% |
2-amino-5-phenyl-4-oxazolinone
acetyl chloride
A
Dehydracetic acid
B
2-acetamido-5-phenyl-4-oxazolinone
Conditions | Yield |
---|---|
With triethylamine In benzene from 0-5 deg C to boiling point; | A 10% B 5% |
With triethylamine In benzene for 5h; from 0-5 deg C to biling point; | A 10% B 5% |
1,4-dioxane
pyridine
Ketene
A
2-methyl-10a,11-dihydro-pyrano[2,3-b]quinolizine-4,5-dione
B
Dehydracetic acid
pyridine
4-methyleneoxetan-2-one
acetylacetone
Dehydracetic acid
Conditions | Yield |
---|---|
es erfolgt Polymerisation; |
4-methyleneoxetan-2-one
diethyl ether
A
1,1-diphenylethanol
B
acetophenone
C
Dehydracetic acid
Conditions | Yield |
---|---|
With 4-methyl-morpholine; pyridine; triethylamine Reagens 4: Natriumaethylat oder Natriumbutylat; | |
With basicene catalysts |
Conditions | Yield |
---|---|
With basicene catalysts | |
With 4-methyl-morpholine; pyridine; triethylamine Reagens 4: Natriumaethylat oder Natriumbutylat; |
4-methyleneoxetan-2-one
A
3,9-Diacetyl-4,5,10-trimethyl-2H,8H-benzo<1,2-b:3,4-b'>dipyran-2,8-dion
B
Dehydracetic acid
Conditions | Yield |
---|---|
With sodium phenoxide; benzene |
Conditions | Yield |
---|---|
With aluminium trichloride; nitrobenzene |
carbon suboxide
A
1,3,5-triacetyl-2,4,6-trihydroxybenzene
B
Dehydracetic acid
Conditions | Yield |
---|---|
beim Erhitzen im Vakuum; |
Conditions | Yield |
---|---|
bei der Destillation; | |
bei der Destillation unter gewoehnlichem Druck; |
3-acetoxy-crotonic acid ethyl ester
A
ethyl acetoacetate
B
ethyl acetate
C
Dehydracetic acid
Conditions | Yield |
---|---|
at 233℃; |
Conditions | Yield |
---|---|
With lead(IV) acetate; acetic acid |
Dehydracetic acid
2,6-dimethylpyridin-4-ol
Conditions | Yield |
---|---|
With ammonia In water at 120℃; for 0.333333h; Microwave irradiation; | 100% |
With ammonia In water at 120℃; for 0.333333h; Microwave irradiation; | 100% |
With ammonia In water at 120℃; for 0.333333h; microwave irradiation; | 100% |
Conditions | Yield |
---|---|
In tert-butyl methyl ether at 20℃; for 8h; | 100% |
Conditions | Yield |
---|---|
In ethanol; water 40-50°C, 3-4 h; pptn. on cooling, ppt. filtration off, washing (ethanol, ether), vaccum drying (over silica gel); elem. anal.; | 98% |
Dehydracetic acid
3-acetyl-5,6-dihydro-4-hydroxy-6-methyl-2-pyrone
Conditions | Yield |
---|---|
With pyridine; hydrogen; palladium on activated charcoal In benzene under 3102.9 Torr; for 40h; Ambient temperature; | 95% |
Conditions | Yield |
---|---|
In ethanol for 2h; Heating; | 95% |
4-chlorobenzaldehyde
N-isocyaniminotriphenylphosphorane
Dehydracetic acid
(2Z)-2-[(2E)-(4-chlorobenzylidene)hydrazinylidene]-2,3-dihydro-3-hydroxy-3,6-dimethyl-4H-furo[3,2-c]pyran-4-one
Conditions | Yield |
---|---|
In dichloromethane at 25℃; for 4h; | 95% |
Conditions | Yield |
---|---|
In ethanol for 4h; Reflux; | 95% |
Conditions | Yield |
---|---|
In ethanol; water 40-50°C, 3-4 h; pptn. on cooling, ppt. filtration off, washing (ethanol, ether), vaccum drying (over silica gel); elem. anal.; | 94% |
4-nitrobenzaldehdye
N-isocyaniminotriphenylphosphorane
Dehydracetic acid
(2Z)-2,3-dihydro-3-hydroxy-3,6-dimethyl-2-[(2E)-(4-nitrobenzylidene)hydrazinylidene]-4H-furo[3,2-c]pyran-4-one
Conditions | Yield |
---|---|
In dichloromethane at 25℃; for 4h; | 94% |
Conditions | Yield |
---|---|
In methanol mixt. Mn(OAc)2*4H2O and ligand in MeOH was refluxed for 5 h; solid was filtered, washed with MeOH, dried under vac. overnight; elem. anal.; | 93% |
3-Chlorobenzaldehyde
N-isocyaniminotriphenylphosphorane
Dehydracetic acid
(2Z)-2-[(2E)-(3-chlorobenzylidene)hydrazinylidene]-2,3-dihydro-3-hydroxy-3,6-dimethyl-4H-furo[3,2-c]pyran-4-one
Conditions | Yield |
---|---|
In dichloromethane at 25℃; for 4h; | 93% |
Conditions | Yield |
---|---|
With sodium methylate In methanol for 2h; Condensation; Isomerization; Heating; | 92% |
Conditions | Yield |
---|---|
In benzene for 2h; Condensation; Isomerization; Heating; | 92% |
Conditions | Yield |
---|---|
In ethanol metal acetate dissoln. in soln. of acid, N-compd. addn., stirring and heating (50°C); elem. anal.; | 92% |
4-bromo-benzaldehyde
N-isocyaniminotriphenylphosphorane
Dehydracetic acid
(2Z)-2-[ (2E)-(4-bromobenzylidene)hydrazinylidene]-2,3-dihydro-3-hydroxy-3,6-dimethyl-4H-furo[3,2-c]pyran-4-one
Conditions | Yield |
---|---|
In dichloromethane at 25℃; for 4h; | 92% |
4-fluorobenzaldehyde
N-isocyaniminotriphenylphosphorane
Dehydracetic acid
(2Z)-2-[(2E)-(4-fluorobenzylidene)hydrazinylidene]-2,3-dihydro-3-hydroxy-3,6-dimethyl-4H-furo[3,2-c]pyran-4-one
Conditions | Yield |
---|---|
In dichloromethane at 25℃; for 4h; | 91% |
4-methoxy-6-methyl-5,6,7,8-tetrahydro-1,3-dioxolo[4,5-g]isoquinolin-5-ol
Dehydracetic acid
Conditions | Yield |
---|---|
In methanol at 25℃; diastereoselective reaction; | 91% |
Conditions | Yield |
---|---|
With magnesium at 85℃; | 90% |
With magnesium for 16h; Reflux; | 81% |
With magnesium for 10h; Heating; | 80% |
With magnesium methanolate for 8h; Heating; | 75% |
Conditions | Yield |
---|---|
With sodium methylate In methanol for 2h; Condensation; Isomerization; Heating; | 90% |
Conditions | Yield |
---|---|
With sodium hydrogencarbonate In ethanol for 4h; Heating; | 90% |
Conditions | Yield |
---|---|
In ethanol metal acetate dissoln. in soln. of acid, N-compd. addn., stirring and heating (50°C); elem. anal.; | 90% |
N-isocyaniminotriphenylphosphorane
3-methoxy-benzaldehyde
Dehydracetic acid
(2Z)-2,3-dihydro-3-hydroxy-2-[(2E)-(3-methoxybenzylidene)hydrazinylidene]-3,6-dimethyl-4H-furo[3,2-c]pyran-4-one
Conditions | Yield |
---|---|
In dichloromethane at 25℃; for 4h; | 90% |
4-methyl-benzaldehyde
N-isocyaniminotriphenylphosphorane
Dehydracetic acid
(2Z)-2,3-dihydro-3-hydroxy-3,6-dimethyl-2-[(2E)-(4-methylbenzylidene)hydrazinylidene]-4H-furo[3,2-c]pyran-4-one
Conditions | Yield |
---|---|
In dichloromethane at 25℃; for 4h; | 90% |
Conditions | Yield |
---|---|
In methanol for 4h; Reflux; | 90% |
Dehydracetic acid
3-Ethyl-6-methyl-3,4-dihydro-2H-pyran-2,4-dione
Conditions | Yield |
---|---|
With hydrogenchloride; sodium cyanoborohydride In tetrahydrofuran | 89% |
With triethylsilane; lithium perchlorate; trifluoroacetic acid Reduction; | 83% |
With methanol; platinum Hydrogenation; |
Conditions | Yield |
---|---|
In ethanol metal acetate dissoln. in soln. of acid, N-compd. addn., stirring and heating (50°C); elem. anal.; | 89% |
pyridine-4-carbaldehyde
N-isocyaniminotriphenylphosphorane
Dehydracetic acid
(2Z)-2,3-dihydro-3-hydroxy-3,6-dimethyl-2-{[ (2E)-(pyridin-4-yl)methylidene]hydrazinylidene}-4H-furo[3,2-c]pyran-4-one
Conditions | Yield |
---|---|
In dichloromethane at 25℃; for 4h; | 89% |
benzaldehyde
N-isocyaniminotriphenylphosphorane
Dehydracetic acid
(2Z)-2-[(2E)-benzylidenehydrazinylidene]-2,3-dihydro-3-hydroxy-3,6-dimethyl-4H-furo[3,2-c]pyran-4-one
Conditions | Yield |
---|---|
In dichloromethane at 25℃; for 4h; | 89% |
Conditions | Yield |
---|---|
With sodium methylate In methanol for 2h; Condensation; Isomerization; Heating; | 88% |
furfural
N-isocyaniminotriphenylphosphorane
Dehydracetic acid
(2Z)-2-{[(2E)-(furan-2-yl)methylidene]hydrazinylidene}-2,3-dihydro-3-hydroxy-3,6-dimethyl-4H-furo[3,2-c]pyran-4-one
Conditions | Yield |
---|---|
In dichloromethane at 25℃; for 4h; | 88% |
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