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pyrrolidine
1,1-Diphenyl-2-brom-3-acetoxy-1-propen
A
N-(acetyl)pyrrolidine
B
2-bromo-3,3-diphenyl-2-propen-1-ol
Conditions | Yield |
---|---|
tetrakis(triphenylphosphine) palladium(0) at 80℃; | A n/a B 100% |
pyrrolidine
ethyl 2,4-dinitrophenylacetoacetate
A
N-(acetyl)pyrrolidine
B
α-(2,4-dinitrophenyl)ethyl acetate
Conditions | Yield |
---|---|
In chloroform at 20℃; for 24h; | A 100% B n/a |
Conditions | Yield |
---|---|
With Iron(III) nitrate nonahydrate In toluene for 24h; Reflux; | 100% |
Conditions | Yield |
---|---|
With Cp*2Sm(THF)2 In toluene Ambient temperature; | 99% |
With potassium hydroxide In water; acetone at 20 - 25℃; | 80% |
Conditions | Yield |
---|---|
With carbonylhydrido[6-(di-tert-butylphosphinomethylene)-2-(N,N-diethylaminomethyl)-1,6-dihydropyridine]ruthenium(II) In benzene at 135℃; for 26h; Inert atmosphere; | 99% |
With zinc borohydride pyridine complex In tetrahydrofuran for 0.25h; Heating; | 95% |
With copper-manganese spinel oxide In tetrahydrofuran at 80℃; for 1h; | 91% |
With potassium tert-butylate at 157℃; for 0.05h; microwave irradiation; | 69% |
With bromopentacarbonylmanganese(I); potassium tert-butylate; N,N-bis-(3-dimethylaminopropyl)amine In toluene at 90℃; Schlenk technique; Sealed tube; Inert atmosphere; | 53% |
Trimethyl orthoacetate
pyrrolidine hydrochloride
N-(acetyl)pyrrolidine
Conditions | Yield |
---|---|
for 3h; Reflux; | 98% |
Conditions | Yield |
---|---|
In toluene for 12h; Inert atmosphere; Reflux; | 98% |
carbon monoxide
N,N-dimethylpyrrolidinium iodide
N-(acetyl)pyrrolidine
Conditions | Yield |
---|---|
With cobalt(II) chloride; sodium sulfite; zinc In 1-methyl-pyrrolidin-2-one at 200℃; under 22502.3 Torr; for 7h; Autoclave; | 94.9% |
With palladium dichloride In 1-methyl-pyrrolidin-2-one at 190℃; for 8h; Catalytic behavior; |
pyrrolidin-1-yl-thioacetamide
N-(acetyl)pyrrolidine
Conditions | Yield |
---|---|
With hydrogenchloride; sodium nitrite In water at 20℃; for 0.75h; | 92% |
With silver(I) acetate In dichloromethane Ambient temperature; | 80% |
With silver(I) acetate In dichloromethane for 3h; Ambient temperature; | 80% |
(Z)-4-Pyrrolidin-1-yl-pent-3-en-2-one
N-(acetyl)pyrrolidine
Conditions | Yield |
---|---|
With silica gel for 0.2h; Irradiation; | 90% |
Conditions | Yield |
---|---|
ZSM-35 zeolite In acetonitrile for 2.5h; Heating; | 88.5% |
In dichloromethane at 20℃; for 0.5h; | 75% |
at 100℃; for 3h; Condensation; | 54% |
pyrrolidine
(Z)-styryl acetate
A
N-(acetyl)pyrrolidine
B
(E)-1-styrylpyrrolidine
Conditions | Yield |
---|---|
In ethyl acetate for 0.5h; Ambient temperature; | A n/a B 88% |
pyrrolidine
1-acetyl-2,3,4,6,7,8-hexahydropyrrolo[1,2-a]pyrimidinium tetraphenylborate
N-(acetyl)pyrrolidine
Conditions | Yield |
---|---|
In acetonitrile at 80℃; for 1h; Inert atmosphere; | 88% |
Conditions | Yield |
---|---|
In toluene at 180℃; for 0.166667h; Flow reactor; | 88% |
pyrrolidine
2-bromocyclohex-2-en-1-yl acetate
A
N-(acetyl)pyrrolidine
B
2-bromocyclohex-2-en-1-ol
Conditions | Yield |
---|---|
bis-triphenylphosphine-palladium(II) chloride at 80℃; for 2h; Yields of byproduct given; | A n/a B 87% |
bis-triphenylphosphine-palladium(II) chloride at 80℃; for 2h; Product distribution; var. 2-bromoallyl acetates, other secondary and tertiary cyclic amines; | A n/a B 87% |
Conditions | Yield |
---|---|
ZSM-35 zeolite In acetonitrile for 12h; Heating; | 86.8% |
With HOBt-6-carboxamidomethyl polystyrene; dicyclohexyl-carbodiimide 1.) CH2Cl2, 25 deg C, 2.) CH2Cl2, 25 deg C, 4 h; Yield given. Multistep reaction; | |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide Inert atmosphere; |
Conditions | Yield |
---|---|
With Bromotrichloromethane; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate at 20℃; for 11h; Irradiation; Inert atmosphere; | 85% |
With water In 1,2-dimethoxyethane at 160℃; for 39h; amidation; | 66% |
Conditions | Yield |
---|---|
With 4-toluenesulfonyl azide In tetrahydrofuran at 20 - 25℃; for 3h; | 85% |
Conditions | Yield |
---|---|
With pyridine In dichloromethane for 1h; | 84% |
With pyridine In dichloromethane for 1h; | 84% |
In diethyl ether | 79% |
Conditions | Yield |
---|---|
In dichloromethane at 25℃; for 0.0166667h; | 84% |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 120℃; for 14h; Acetylation; dealkylation; | 76% |
6-azido-2-hexanone
N-(acetyl)pyrrolidine
Conditions | Yield |
---|---|
With trifluoroacetic acid | 75% |
pyrrolidine
2-acetoxy-5-chloro-3,6-diisopropylpyrazine
A
N-(acetyl)pyrrolidine
B
5-chloro-3,6-diisopropyl-2-hydroxypyrazine
Conditions | Yield |
---|---|
In benzene for 15h; Ambient temperature; | A 74% B n/a |
In benzene for 15h; Product distribution; Ambient temperature; | A 74% B n/a |
pyrrolidine
3-bromobicyclo<3.2.1>oct-3-en-2-ol, 2-exo-acetate
A
N-(acetyl)pyrrolidine
3-bromo-4-exo-hydroxybicyclo<3.2.1>oct-2-ene
Conditions | Yield |
---|---|
bis-triphenylphosphine-palladium(II) chloride at 80℃; for 2h; | A n/a B 74% |
Conditions | Yield |
---|---|
With ammonium chloride In ethanol for 2h; Reflux; | 70% |
pyrrolidine
2-acetoxy-3,6-diisopropylpyrazine
A
N-(acetyl)pyrrolidine
B
3,6-Diisopropyl-2-hydroxypyrazine
Conditions | Yield |
---|---|
In benzene for 15h; Ambient temperature; | A 69% B n/a |
In benzene for 15h; Product distribution; Ambient temperature; | A 69% B n/a |
pyrrolidine
3-acetoxy-2,5-diethyl-pyrazine
A
N-(acetyl)pyrrolidine
B
3,6-diethyl-2-hydroxypyrazine
Conditions | Yield |
---|---|
In benzene for 15h; Ambient temperature; | A 68% B n/a |
In benzene for 15h; Product distribution; Ambient temperature; | A 68% B n/a |
Conditions | Yield |
---|---|
With boron trifluoride diethyl etherate at 120℃; for 38h; Acetylation; dealkylation; | 58% |
Conditions | Yield |
---|---|
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium t-butanolate In toluene at 100℃; for 16h; | 58% |
Conditions | Yield |
---|---|
With HCaLnY zeolite at 350℃; for 8h; Autoclave; Inert atmosphere; | 38% |
N-(acetyl)pyrrolidine
phenyl N-tosyl imine
Conditions | Yield |
---|---|
With tris(pentafluorophenyl)borate; 1,8-diazabicyclo[5.4.0]undec-7-ene In hexane; toluene at 22℃; for 12h; Inert atmosphere; Schlenk technique; | 98% |
N-(acetyl)pyrrolidine
methyl 3-chloro-6-ethylsulfanylbenzoate
1-(5-chloro-2-ethylsulfanylphenyl)-3-(pyrrolidin-1-yl)propane-1,3-dione
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; | 93% |
N-(acetyl)pyrrolidine
Conditions | Yield |
---|---|
Stage #1: N-(acetyl)pyrrolidine With hydrogen In 1,2-dimethoxyethane at 160℃; under 22502.3 Torr; for 20h; Inert atmosphere; Autoclave; Molecular sieve; Stage #2: With hydrogenchloride In 1,4-dioxane; water | 93% |
N-(acetyl)pyrrolidine
2-ethylsulfanyl-benzoic acid methyl ester
3-(2-ethylsulfanylphenyl)-1-(pyrrolidin-1-yl)propane-1,3-dione
Conditions | Yield |
---|---|
With lithium diisopropyl amide In tetrahydrofuran at -78℃; for 0.5h; Inert atmosphere; | 92% |
N-(acetyl)pyrrolidine
trimethylsilyl p-tolylsulfonylacetylene
1-acetyl-2-<(trimethylsilyl)ethynyl>pyrrolidine
Conditions | Yield |
---|---|
With benzophenone In tert-butyl alcohol at 20℃; for 1.5h; Irradiation; Inert atmosphere; | 89% |
Conditions | Yield |
---|---|
With N-(dicyclohexylphosphino)-2-(2'-methylphenyl)-1H-indole; palladium diacetate; lithium tert-butoxide In toluene at 90℃; Inert atmosphere; Sealed tube; Microwave irradiation; chemoselective reaction; | 85% |
Conditions | Yield |
---|---|
With pyridine; N-hydroxyphthalimide; sodium perchlorate In acetonitrile controlled potential electrolysis, electrodes: glassy-carbon vs. SCE; | 80% |
Stage #1: N-(acetyl)pyrrolidine With [bis(acetoxy)iodo]benzene In nitromethane at 0℃; Stage #2: With tert.-butylhydroperoxide In decane; nitromethane at 0 - 25℃; for 18h; | 51% |
With oxygen; titanium(IV) oxide In water for 48h; Irradiation; | 0.9 mmol |
N-(acetyl)pyrrolidine
P-toluenesulfonyl cyanide
Conditions | Yield |
---|---|
With [Ir(2-(2,4-difluorophenyl)-4-(trifluoromethyl)pyridine)2(5,5'-bis(trifluoromethyl)-2,2'-bipyridine)]PF6; (S)-1,1'-binaphthyl-2,2'-diyl hydrogen phosphate; potassium carbonate In dichloromethane at 20℃; for 20h; Inert atmosphere; Sealed tube; Irradiation; | 80% |
Conditions | Yield |
---|---|
With hydrogen; RhMoZn/C In di-isopropyl ether at 70 - 160℃; under 7500.75 Torr; for 16h; Conversion of starting material; | 77% |
With hydrogen; PtReIn/silica In di-isopropyl ether at 70 - 160℃; under 7500.75 Torr; for 16h; Conversion of starting material; | 50% |
With hydrogen; PtReCu/silica In di-isopropyl ether at 70 - 160℃; under 7500.75 Torr; for 16h; Conversion of starting material; | 40% |
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