Conditions | Yield |
---|---|
In 1,3,5-trimethyl-benzene at 170℃; for 2.5h; Temperature; Solvent; Large scale; | 95% |
Conditions | Yield |
---|---|
With choline chloride; urea at 140℃; for 1h; Green chemistry; | 81% |
With complex<3THF*Mg2Cl2O*TiNCO>6 In pyridine Heating; Yield given; |
1,2,3,6-tertahydrophthalimide
Conditions | Yield |
---|---|
With ammonia at 180℃; | 74% |
N-Hydroxymethyl-cis-4-cyclohexene-1,2-dicarboximide
1,2,3,6-tertahydrophthalimide
Conditions | Yield |
---|---|
at 100℃; Substitution; Thermolysis; |
1,2,3,6-tertahydrophthalimide
1,10-bis(methoxymethyl)-1,10-diaza-18-crown-6
C30H44N4O8
Conditions | Yield |
---|---|
In benzene reflux; 20 deg C, 2 h; | 99% |
Conditions | Yield |
---|---|
In ethanol for 2.5h; Addition; Heating; | 99% |
1-bromo-butane
1,2,3,6-tertahydrophthalimide
2-butyl-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
With 18-crown-6 ether; potassium carbonate In acetone for 24h; Ambient temperature; | 97% |
Conditions | Yield |
---|---|
With [Ru4H6(p-cumene)4]Cl2; hydrogen In water at 90℃; under 45003.6 Torr; for 22h; | 97% |
1,2,3,6-tertahydrophthalimide
1-bromo-5-chloropentane
2-(5-chloropentyl)-3a,4,7,7a-tetrahydro-isoindole-1,3-dione
Conditions | Yield |
---|---|
With potassium carbonate In acetone at 20℃; for 60h; | 92% |
1,2,3,6-tertahydrophthalimide
(Z)-3-Hexen-1-ol
((Z)-2-Hex-3-enyl)-3a,4,7,7a-tetrahydro-isoindole-1,3-dione
Conditions | Yield |
---|---|
With dimethyl azodicarboxylate; triphenylphosphine In tetrahydrofuran Ambient temperature; overnight; | 90% |
1,2,3,6-tertahydrophthalimide
acrylic acid n-butyl ester
butyl 3-(3a,4,7,7a-tetrahydro-1,3-dioxo-1H-isoindol-2(3H)-yl)propanoate
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; tetrabutylammomium bromide at 100℃; for 1.5h; aza-Michael addition; Neat (no solvent); | 90% |
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 0 - 20℃; | 87% |
1,2,3,6-tertahydrophthalimide
diethyl Fumarate
diethyl 2-(3a,4,7,7a-tetrahydro-1,3-dioxo-1H-isoindol-2(3H)-yl)succinate
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; tetrabutylammomium bromide at 100℃; for 2.5h; aza-Michael addition; Neat (no solvent); | 85% |
Conditions | Yield |
---|---|
With tetrabutylammomium bromide; potassium carbonate In N,N-dimethyl-formamide at 50℃; Inert atmosphere; | 85% |
Conditions | Yield |
---|---|
With oxygen; copper(l) chloride In acetonitrile at 50℃; for 24h; Green chemistry; regioselective reaction; | 85% |
Conditions | Yield |
---|---|
With triethylamine In N,N-dimethyl-formamide at 0 - 20℃; for 4h; | 82% |
2-methyl-1-buten-4-ol
1,2,3,6-tertahydrophthalimide
2-(3-Methyl-but-3-enyl)-3a,4,7,7a-tetrahydro-isoindole-1,3-dione
Conditions | Yield |
---|---|
With dimethyl azodicarboxylate; triphenylphosphine In tetrahydrofuran Ambient temperature; overnight; | 81% |
3-(1,2,4,4a,5,6-hexahydro-pyrazino[1,2-a]quinolin-3-yl)-propylamine
1,2,3,6-tertahydrophthalimide
Conditions | Yield |
---|---|
In toluene Heating / reflux; | 80% |
1,2,3,6-tertahydrophthalimide
1-butyn-4-ol
2-But-3-ynyl-3a,4,7,7a-tetrahydro-isoindole-1,3-dione
Conditions | Yield |
---|---|
With dimethyl azodicarboxylate; triphenylphosphine In tetrahydrofuran Ambient temperature; overnight; | 78% |
1,2,3,6-tertahydrophthalimide
(Z)-2-fluoro-3-phenylprop-2-enyl acetate
phenol
Conditions | Yield |
---|---|
With 1,1'-bis-(diphenylphosphino)ferrocene; bis(η3-allyl-μ-chloropalladium(II)); caesium carbonate In toluene at 80℃; for 16h; Inert atmosphere; regioselective reaction; | 78% |
1,2,3,6-tertahydrophthalimide
di-tert-butyl dicarbonate
Conditions | Yield |
---|---|
Stage #1: 1,2,3,6-tertahydrophthalimide With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 60℃; for 18h; Stage #2: di-tert-butyl dicarbonate With triethylamine In dichloromethane at 0 - 20℃; for 21.5h; | 77.3% |
Conditions | Yield |
---|---|
With oxygen; copper(l) chloride In acetonitrile at 50℃; for 24h; Green chemistry; regioselective reaction; | 77% |
1,2,3,6-tertahydrophthalimide
di-n-propyl fumarate
dipropyl 2-(3a,4,7,7a-tetrahydro-1,3-dioxo-1H-isoindol-2(3H)-yl)succinate
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; tetrabutylammomium bromide at 100℃; for 3.5h; aza-Michael addition; Neat (no solvent); | 76% |
1,2,3,6-tertahydrophthalimide
di-tert-butyl dicarbonate
(3aH,7aS)-tert-butyl 3a,4,7,7a-tetrahydro-1H-isoindole-2(3H)-carboxylate
Conditions | Yield |
---|---|
Stage #1: 1,2,3,6-tertahydrophthalimide With lithium aluminium tetrahydride In tetrahydrofuran for 24h; Heating; Stage #2: di-tert-butyl dicarbonate In dichloromethane for 1h; Further stages.; | 73% |
1,2,3,6-tertahydrophthalimide
1,3-dibromo-propane
2-(3-bromopropyl)-3a,4.7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione
Conditions | Yield |
---|---|
With tetra-(n-butyl)ammonium iodide; potassium carbonate In acetone at 40℃; for 8h; | 72% |
1,2,3,6-tertahydrophthalimide
dibutyl fumarate
dibutyl 2-(3a,4,7,7a-tetrahydro-1,3-dioxo-1H-isoindol-2(3H)-yl)succinate
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; tetrabutylammomium bromide at 100℃; for 3.5h; aza-Michael addition; Neat (no solvent); | 72% |
1,2,3,6-tertahydrophthalimide
fumaric acid dipentyl ester
dipentyl 2-(3a,4,7,7a-tetrahydro-1,3-dioxo-1H-isoindol-2(3H)-yl)succinate
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; tetrabutylammomium bromide at 100℃; for 4h; aza-Michael addition; Neat (no solvent); | 70% |
Conditions | Yield |
---|---|
With triphenylphosphine | 69% |
1,2,3,6-tertahydrophthalimide
dihexyl fumarate
dihexyl 2-(3a,4,7,7a-tetrahydro-1,3-dioxo-1H-isoindol-2(3H)-yl)succinate
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; tetrabutylammomium bromide at 100℃; for 4.5h; aza-Michael addition; Neat (no solvent); | 68% |
1,2,3,6-tertahydrophthalimide
1-bromoacetone
1-(Δ4-tetrahydrophthalimido)propan-2-one
Conditions | Yield |
---|---|
With sodium ethanolate In ethanol for 2h; Heating; | 64% |
1,2,3,6-tertahydrophthalimide
diheptyl fumarate
diheptyl 2-(3a,4,7,7a-tetrahydro-1,3-dioxo-1H-isoindol-2(3H)-yl)succinate
Conditions | Yield |
---|---|
With 1,4-diaza-bicyclo[2.2.2]octane; tetrabutylammomium bromide at 100℃; for 5h; aza-Michael addition; Neat (no solvent); | 63% |
IUPAC Name: 3A,4,7,7A-Tetrahydroisoindole-1,3-dione (85-40-5)
Synonyms: 3A,4,7,7A-Tetrahydro-1h-isoindole-3(2h)-dione ; 3A,4,7,7A-tetrahydro-isoindole-3-dione ; 3-Alpha,4,7,7-alpha-tetrahydro-1h-isoindole-3(2h)-dione ; Delta(4)-tetrahydrophthalimide ; Delta(sup4)-tetrahydrophthalimide ; Tetrahydrophthalimide ; 4-Cyclohexene-1,2-dicarboximide ; 1,2,3,6-Tetrahydrophthalimide
CAS: 85-40-5
MF: C8H9NO2
MW: 151.16
MS:
EINECS: 201-602-8
Product Categories:
Mol File: 85-40-5.mol
Surface Tension: 42.1 dyne/cm
Density: 1.228 g/cm3
Flash Point: 165 °C
Melting point: 132-140°C
Enthalpy of Vaporization: 57.99 kJ/mol
Boiling Point: 336.8 °C at 760 mmHg
Vapour Pressure: 0.00011 mmHg at 25°C
Reported in EPA TSCA Inventory.
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