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1198-97-6

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1198-97-6 Usage

Uses

is used in the preparation of oxotremorine analogs as muscarinic antagonists. Also used in the synthesis of purrolidinylidemeureas as agents that act on the CNS.

Check Digit Verification of cas no

The CAS Registry Mumber 1198-97-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,1,9 and 8 respectively; the second part has 2 digits, 9 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 1198-97:
(6*1)+(5*1)+(4*9)+(3*8)+(2*9)+(1*7)=96
96 % 10 = 6
So 1198-97-6 is a valid CAS Registry Number.
InChI:InChI=1/C10H11NO/c12-10-6-9(7-11-10)8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,11,12)

1198-97-6SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-Phenyl-2-pyrrolidone

1.2 Other means of identification

Product number -
Other names 4-phenylpyrrolidin-2-one

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:1198-97-6 SDS

1198-97-6Synthetic route

2-oxo-4-phenylpyrrolidine-3-carboxylic acid
77519-55-2

2-oxo-4-phenylpyrrolidine-3-carboxylic acid

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
In toluene for 5h; Reflux;100%
at 190℃; for 0.5h;58%
at 175℃;
4-nitro-3-phenylbutanoic acid methyl ester
34687-03-1

4-nitro-3-phenylbutanoic acid methyl ester

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
With palladium 10% on activated carbon; hydrogen In methanol at 60℃; under 45004.5 Torr;92%
With hydrogen; platinum(IV) oxide In methanol for 20h;72%
With hydrogen; nickel In methanol at 60℃;
3-chloro-4-phenyl-1H-pyrrol-2(5H)-one

3-chloro-4-phenyl-1H-pyrrol-2(5H)-one

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel dichloride In tetrahydrofuran; methanol at 0 - 20℃; for 1h;92%
ethyl 3-phenyl-4-nitrobutanoate
41441-40-1

ethyl 3-phenyl-4-nitrobutanoate

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel(II) chloride hexahydrate In ethanol at 0℃; for 2h;88%
With sodium tetrahydroborate; nickel(II) chloride hexahydrate In ethanol at 0℃; for 2h;82%
With hydrogen; palladium on activated charcoal 1.) 2.) toluene, reflux; Yield given. Multistep reaction;
Stage #1: ethyl 3-phenyl-4-nitrobutanoate With hydrogen In ethanol at 20℃; under 1034.32 Torr;
Stage #2: In ethanol; toluene Reflux;
C11H11N3O3

C11H11N3O3

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
Stage #1: C11H11N3O3 In chloroform at 60℃; for 3h; Inert atmosphere;
Stage #2: With dmap In chloroform at 20℃; for 2h; Inert atmosphere;
87%
4-nitro-3-phenylbutanoic acid ethyl ester

4-nitro-3-phenylbutanoic acid ethyl ester

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
With sodium tetrahydroborate; nickel(II) chloride hexahydrate; water In dichloromethane at -10 - 30℃; for 5h; Concentration; Reagent/catalyst; Temperature;85%
4-amino-3-phenylbutanoic acid methyl ester
84872-79-7

4-amino-3-phenylbutanoic acid methyl ester

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
With triethylamine In ethanol Reflux;83%
(+/-)-4-nitro-3-phenylbutyric acid 4'-(4-nitro-3-phenylbutyryloxymethyl)-[2,2']bipyridinyl-4-ylmethyl ester
866789-27-7

(+/-)-4-nitro-3-phenylbutyric acid 4'-(4-nitro-3-phenylbutyryloxymethyl)-[2,2']bipyridinyl-4-ylmethyl ester

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
With polymer-supported borohydride resin; nickel dichloride In dichloromethane at 20℃;60%
4-(1,3-dioxoisoindolin-2-yl)-3-phenyl-N-(quinolin-8-yl)butanamide

4-(1,3-dioxoisoindolin-2-yl)-3-phenyl-N-(quinolin-8-yl)butanamide

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
With hydrazine hydrate In ethanol at 95℃; for 6h; Sealed tube;59%
3-cyano-3-phenylpropanoic acid ethyl ester
14025-83-3

3-cyano-3-phenylpropanoic acid ethyl ester

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
Stage #1: 3-cyano-3-phenylpropanoic acid ethyl ester With sodium tetrahydroborate; cobalt(II) chloride hexahydrate In tetrahydrofuran; water at 0 - 20℃; for 72h;
Stage #2: With ammonia In tetrahydrofuran; water
57%
Multi-step reaction with 2 steps
1: H2, conc. HCl / 10percent Pd/C / methanol / 2068.6 Torr
2: Et3N / toluene / Heating
View Scheme
2-pyrrolidinon
616-45-5

2-pyrrolidinon

bromobenzene
108-86-1

bromobenzene

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
With aluminum (III) chloride; sodium chloride at 0 - 180℃; under 750.075 Torr;44%
4-nitro-3-phenylbutanoic acid polyglyceryl ester

4-nitro-3-phenylbutanoic acid polyglyceryl ester

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
With hydrogenchloride; zinc In ethanol Heating;36%
(2-nitro-1-phenyl-ethyl)-malonic acid dimethyl ester
55790-16-4

(2-nitro-1-phenyl-ethyl)-malonic acid dimethyl ester

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
With palladium on activated carbon; hydrogen In o-xylene at 130℃; under 11251.1 Torr; for 18h; Catalytic behavior;35%
Multi-step reaction with 3 steps
1: hydrogen / methanol / 2.5 h / 20 °C / 3102.97 Torr
2: sodium hydroxide / ethanol / 48 h / 20 °C
3: toluene / 5 h / Reflux
View Scheme
2-pyrrolidinon
616-45-5

2-pyrrolidinon

chlorobenzene
108-90-7

chlorobenzene

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
With aluminum (III) chloride; sodium chloride at 0 - 180℃; under 750.075 Torr;32%
2-oxo-4-phenyl-3-ethoxycarbonylpyrrolidine
52450-32-5

2-oxo-4-phenyl-3-ethoxycarbonylpyrrolidine

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
With hydrogenchloride; ethanol; water
Multi-step reaction with 2 steps
1: ethanolic KOH
2: 175 °C
View Scheme
With sodium carbonate for 6h; Reagent/catalyst; Reflux;3.3 g
4-amino-3-phenylbutanoic acid
1078-21-3

4-amino-3-phenylbutanoic acid

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
With potassium hydroxide
ethyl 4-amino-3-phenylbutanoate hydrochloride

ethyl 4-amino-3-phenylbutanoate hydrochloride

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
With triethylamine In toluene Heating;
(+-)-3-cyano-3-phenyl-propionic acid ethyl ester

(+-)-3-cyano-3-phenyl-propionic acid ethyl ester

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
With diethyl ether; nickel at 70 - 90℃; Hydrogenation;
Methyl cinnamate
103-26-4

Methyl cinnamate

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 96 percent / 1,1,3,3-tetramethylguanidine / 3 h / Heating
2: 72 percent / H2 / PtO2 / methanol / 20 h
View Scheme
Multi-step reaction with 2 steps
1: 1,1,3,3-tetramethylguanidine / 70 °C
2: H2 / Raney nickel / methanol / 60 °C
View Scheme
Multi-step reaction with 2 steps
1: 1,8-diazabicyclo[5.4.0]undec-7-ene / methanol
2: hydrogen / platinum(IV) oxide / ethanol
View Scheme
Multi-step reaction with 3 steps
1: N,N,N',N'-tetramethylguanidine / 42 h / 20 °C
2: palladium 10% on activated carbon; acetic acid; hydrogen / dichloromethane / 20 °C
3: triethylamine / ethanol / Reflux
View Scheme
diethyl benzalmalonate
5292-53-5

diethyl benzalmalonate

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: methanol; H2O / 60 °C
2: H2, conc. HCl / 10percent Pd/C / methanol / 2068.6 Torr
3: Et3N / toluene / Heating
View Scheme
3-methoxycarbonyl-4-phenyl-2-pyrrolidone
55790-17-5

3-methoxycarbonyl-4-phenyl-2-pyrrolidone

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 89.6 percent / 10percent aq. KOH / 5 h / Heating
2: 58 percent / 0.5 h / 190 °C
View Scheme
Multi-step reaction with 2 steps
1: sodium hydroxide / ethanol / 48 h / 20 °C
2: toluene / 5 h / Reflux
View Scheme
3-chloro-5-hydroxy-4-phenylfuran-2(5H)-one

3-chloro-5-hydroxy-4-phenylfuran-2(5H)-one

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: acetic acid / chloroform / 1 h / 0 - 20 °C
1.2: 20 °C
2.1: trifluoroacetic acid / 1,2-dichloro-ethane / 2 h / 80 °C
3.1: nickel dichloride; sodium tetrahydroborate / methanol; tetrahydrofuran / 1 h / 0 - 20 °C
View Scheme
3-chloro-1-(2,4-dimethoxybenzyl)-4-phenyl-1H-pyrrol-2(5H)-one

3-chloro-1-(2,4-dimethoxybenzyl)-4-phenyl-1H-pyrrol-2(5H)-one

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trifluoroacetic acid / 1,2-dichloro-ethane / 2 h / 80 °C
2: nickel dichloride; sodium tetrahydroborate / methanol; tetrahydrofuran / 1 h / 0 - 20 °C
View Scheme
phenylboronic acid
98-80-6

phenylboronic acid

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: cesium fluoride; tetrabutyl-ammonium chloride; bis-triphenylphosphine-palladium(II) chloride / toluene; water / 18 h / 20 °C / Inert atmosphere
2.1: acetic acid / chloroform / 1 h / 0 - 20 °C
2.2: 20 °C
3.1: trifluoroacetic acid / 1,2-dichloro-ethane / 2 h / 80 °C
4.1: nickel dichloride; sodium tetrahydroborate / methanol; tetrahydrofuran / 1 h / 0 - 20 °C
View Scheme
ethyl 3-phenyl-2-propenoate
103-36-6

ethyl 3-phenyl-2-propenoate

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 20 °C
2.1: hydrogen / ethanol / 20 °C / 1034.32 Torr
2.2: Reflux
View Scheme
Multi-step reaction with 2 steps
1: sodium hydroxide / methanol; water / 24 h / 20 - 30 °C
2: nickel(II) chloride hexahydrate; water; sodium tetrahydroborate / dichloromethane / 5 h / -10 - 30 °C
View Scheme
benzaldehyde
100-52-7

benzaldehyde

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: tetrahydrofuran / 20 °C
2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / 20 °C
3.1: hydrogen / ethanol / 20 °C / 1034.32 Torr
3.2: Reflux
View Scheme
Multi-step reaction with 2 steps
1: aminopropyl-silica-based catalyst; dimethylaminopropyl-silica-based solid / o-xylene / 18 h / 70 °C / Green chemistry
2: palladium on activated carbon; hydrogen / o-xylene / 18 h / 130 °C / 11251.1 Torr
View Scheme
Multi-step reaction with 3 steps
1.1: potassium tert-butylate / toluene; methanol / 0.17 h / 20 °C / 4500.45 Torr / Inert atmosphere
1.2: 0.11 h / 25 °C / 4500.45 Torr / Inert atmosphere
2.1: tetrabutyl ammonium fluoride / toluene; tetrahydrofuran / 1 h / 50 °C / 6000.6 Torr
3.1: hydrogen; palladium 10% on activated carbon / methanol / 60 °C / 45004.5 Torr
View Scheme
(2-nitroethenyl)benzene
102-96-5

(2-nitroethenyl)benzene

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: calcined hydrotalcite / ethanol / 24 h / Reflux
2: nickel(II) chloride hexahydrate; sodium tetrahydroborate / ethanol / 2 h / 0 °C
View Scheme
Multi-step reaction with 3 steps
1: triethylamine / dichloromethane / 24 h / 25 °C
2: calcined hydrotalcite / 24 h / Reflux
3: nickel(II) chloride hexahydrate; sodium tetrahydroborate / ethanol / 2 h / 0 °C
View Scheme
benzyl alcohol
100-51-6

benzyl alcohol

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium hypochlorite; potassium bromide / water; dichloromethane / 0.21 h / 0 °C
2.1: potassium tert-butylate / toluene; methanol / 0.17 h / 20 °C / 4500.45 Torr / Inert atmosphere
2.2: 0.11 h / 25 °C / 4500.45 Torr / Inert atmosphere
3.1: tetrabutyl ammonium fluoride / toluene; tetrahydrofuran / 1 h / 50 °C / 6000.6 Torr
4.1: hydrogen; palladium 10% on activated carbon / methanol / 60 °C / 45004.5 Torr
View Scheme
4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

propargyl bromide
106-96-7

propargyl bromide

N-propargyl-4-phenyl-2-pyrrolidone
137518-26-4

N-propargyl-4-phenyl-2-pyrrolidone

Conditions
ConditionsYield
With potassium hydroxide; tetrabutylammomium bromide In tetrahydrofuran at 0 - 20℃; for 6h;97%
4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

(R)-1-(1-naphthyl)ethyl isocyanate
42340-98-7

(R)-1-(1-naphthyl)ethyl isocyanate

N-<(R)-1-(1-naphthyl)ethyl>-4-phenyl-2-pyrrolidone-1-carboxamide
916345-91-0

N-<(R)-1-(1-naphthyl)ethyl>-4-phenyl-2-pyrrolidone-1-carboxamide

Conditions
ConditionsYield
In benzene for 24h; Heating;95%
4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

1,1,1,3,3,3-hexamethyl-disilazane
999-97-3

1,1,1,3,3,3-hexamethyl-disilazane

4-phenyl-1-(trimethylsilyl)-2-pyrrolidinone
106869-48-1

4-phenyl-1-(trimethylsilyl)-2-pyrrolidinone

Conditions
ConditionsYield
With hydrogenchloride for 0.333333h; Heating;90%
4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
With hydrogenchloride; water for 12h; Reflux;88%
With hydrogenchloride In water for 12h; Reflux;88%
With hydrogenchloride In water for 16h; Sealed tube; Reflux;65%
With hydrogenchloride; water In water for 16h; Reflux;55%
4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

methyl iodide
74-88-4

methyl iodide

1-methyl-4-phenyl-pyrrolidin-2-one
54520-84-2

1-methyl-4-phenyl-pyrrolidin-2-one

Conditions
ConditionsYield
Stage #1: 4-phenylpyrrolidin-2-one With sodium hydride In tetrahydrofuran; mineral oil for 0.5h; Sealed tube; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran; mineral oil at 20℃; Sealed tube; Inert atmosphere;
88%
4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

methyl chloroacetate
96-34-4

methyl chloroacetate

methyl-2-oxo-4-phenylpyrrolidine-1-acetate
68497-63-2

methyl-2-oxo-4-phenylpyrrolidine-1-acetate

Conditions
ConditionsYield
Stage #1: 4-phenylpyrrolidin-2-one With potassium tert-butylate In N,N-dimethyl-formamide at -10℃; for 2h;
Stage #2: methyl chloroacetate In N,N-dimethyl-formamide at -10 - 0℃; for 2h; Concentration; Temperature; Solvent;
84%
With sodium methylate 1.) toluene, 150-160 deg C, 2.) toluene, 60-70 deg C, 2 h; Yield given. Multistep reaction;
In tetrahydrofuran; water; mineral oil
4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

3-bromo-5-[methyl(methylsulfonyl)amino]benzoic acid methyl ester
924650-17-9

3-bromo-5-[methyl(methylsulfonyl)amino]benzoic acid methyl ester

3-[methyl(methylsulfonyl)amino]-5-(2-oxo-4-phenylpyrrolidine-1-yl)benzoic acid methyl ester
929041-94-1

3-[methyl(methylsulfonyl)amino]-5-(2-oxo-4-phenylpyrrolidine-1-yl)benzoic acid methyl ester

Conditions
ConditionsYield
With caesium carbonate; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene In 1,4-dioxane at 110℃; for 7h;82%
4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

triethyloxonium fluoroborate
368-39-8

triethyloxonium fluoroborate

Ethoxy-2 phenyl-4 Δ1-pyrroline
22349-33-3

Ethoxy-2 phenyl-4 Δ1-pyrroline

Conditions
ConditionsYield
81%
4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

4-chlorophenyloxyacetyl chloride
4122-68-3

4-chlorophenyloxyacetyl chloride

N-(4-chlorophenoxyacetyl)-4-phenyl-pyrrolidin-2-one

N-(4-chlorophenoxyacetyl)-4-phenyl-pyrrolidin-2-one

Conditions
ConditionsYield
With triethylamine In toluene76.5%
formaldehyd
50-00-0

formaldehyd

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

1-chloromethyl-4-phenylpyrrolidin-2-one
68116-87-0

1-chloromethyl-4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
With chloro-trimethyl-silane for 1h; Heating;67.5%
nicotinic acid
59-67-6

nicotinic acid

4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

A

N-nicotinoyl-4-phenyl-pyrrolidin-2-one

N-nicotinoyl-4-phenyl-pyrrolidin-2-one

B

N-(4-chlorobenzoyl)-4-phenyl-pyrrolidin-2-one

N-(4-chlorobenzoyl)-4-phenyl-pyrrolidin-2-one

Conditions
ConditionsYield
With thionyl chloride; triethylamine In tolueneA 58.5%
B 65.4%
4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

iodobenzene
591-50-4

iodobenzene

1,4-diphenylpyrrolidin-2-one
2889-64-7

1,4-diphenylpyrrolidin-2-one

Conditions
ConditionsYield
With copper(l) iodide; potassium carbonate; 1,3-bis(methylamino)propane In 1,4-dioxane for 24h; Reflux;60%
4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

4-iodo-N-(quinolin-8-yl)benzamide
1203050-38-7

4-iodo-N-(quinolin-8-yl)benzamide

C26H21N3O2
1437789-57-5

C26H21N3O2

Conditions
ConditionsYield
With copper(l) iodide; caesium carbonate; N,N`-dimethylethylenediamine In 1,4-dioxane at 140℃; Microwave irradiation;59%
4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

1-ethyl-4-phenyl-pyrrolidin-2-one

1-ethyl-4-phenyl-pyrrolidin-2-one

Conditions
ConditionsYield
In tetrahydrofuran57%
4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

2-(3-cyano-4-fluorophenoxy)ethyl methanesulfonate

2-(3-cyano-4-fluorophenoxy)ethyl methanesulfonate

2-fluoro-5-[2-(2-oxo-4-phenylpyrrolidin-1-yl)ethoxy]benzonitrile

2-fluoro-5-[2-(2-oxo-4-phenylpyrrolidin-1-yl)ethoxy]benzonitrile

Conditions
ConditionsYield
With sodium hydride In N,N-dimethyl-formamide; mineral oil at 80℃; for 1h; Inert atmosphere;55%
4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

benzyl bromide
100-39-0

benzyl bromide

1-benzyl-4-phenylpyrrolidin-2-one
108303-98-6

1-benzyl-4-phenylpyrrolidin-2-one

Conditions
ConditionsYield
With 18-crown-6 ether; sodium hydride In tetrahydrofuran at 0 - 20℃; for 0.5h;52%
With sodium hydride 1.) xylene, reflux, 5 h, 2.) xylene, reflux, 4 h; Yield given. Multistep reaction;
4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

1-(2,2,2-trifluoroacetyl)indolin-5-ylsulfonyl chloride
210691-38-6

1-(2,2,2-trifluoroacetyl)indolin-5-ylsulfonyl chloride

4-phenyl-1-(1-(2,2,2-trifluoroacetyl)indolin-5-ylsulfonyl)pyrrolidin-2-one

4-phenyl-1-(1-(2,2,2-trifluoroacetyl)indolin-5-ylsulfonyl)pyrrolidin-2-one

Conditions
ConditionsYield
Stage #1: 4-phenylpyrrolidin-2-one With n-butyllithium In tetrahydrofuran for 0.5h;
Stage #2: 1-(2,2,2-trifluoroacetyl)indolin-5-ylsulfonyl chloride In tetrahydrofuran at 0℃; for 4h;
45%
4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

4-phenyl-2-pyrrolidinethione
22349-31-1

4-phenyl-2-pyrrolidinethione

Conditions
ConditionsYield
With diphosphorus pentasulfide In o-xylene Heating;40%
4-phenylpyrrolidin-2-one
1198-97-6

4-phenylpyrrolidin-2-one

oxalic acid
144-62-7

oxalic acid

2-(diethylamino)ethyl chloride
100-35-6

2-(diethylamino)ethyl chloride

1-(2-diethylaminoethyl)-4-phenyl-2-pyrrolidinone oxalate

1-(2-diethylaminoethyl)-4-phenyl-2-pyrrolidinone oxalate

Conditions
ConditionsYield
Stage #1: 4-phenylpyrrolidin-2-one With sodium hydride In N,N-dimethyl-formamide at 20 - 50℃; for 1h; Metallation;
Stage #2: 2-(diethylamino)ethyl chloride In N,N-dimethyl-formamide at 80℃; for 8h; Alkylation;
Stage #3: oxalic acid In diethyl ether; ethanol acid-base reaction;
37.5%

1198-97-6Relevant articles and documents

Divergent Synthesis of γ-Amino Acid and γ-Lactam Derivatives from meso-Glutaric Anhydrides

Connon, Stephen J.,Craig, Ryan,Smith, Simon N.

, p. 13378 - 13382 (2020)

The first divergent synthesis of both γ-amino acid and γ-lactam derivatives from meso-glutaric anhydrides is described. The organocatalytic desymmetrisation with TMSN3 relies on controlled generation of a nucleophilic ammonium azide species mediated by a polystyrene-bound base to promote efficient silylazidation. After Curtius rearrangement of the acyl azide intermediate to access the corresponding isocyanate, hydrolysis/alcoholysis provided uniformly high yields of γ-amino acids and their N-protected counterparts. The same intermediates were shown to undergo an unprecedented decarboxylation–cyclisation cascade in situ to provide synthetically useful yields of γ-lactam derivatives without using any further activating agents. Mechanistic insights invoke the intermediacy of an unconventional γ-N-carboxyanhydride (γ-NCA) in the latter process. Among the examples prepared using this transformation are 8 APIs/molecules of considerable medicinal interest.

Dendritic polyglycerol as a high-loading support for parallel multistep synthesis of GABA lactam analogues

Roller, Sebastian,Siegers, Conrad,Haag, Rainer

, p. 8711 - 8720 (2004)

A general route to 4-substituted azolidin-2-ones (GABA lactam analogues) on a soluble high-loading polyglycerol support has been developed and optimized. These biologically interesting compounds (anticonvulsive drugs) can be synthesized in three steps commencing from a polyglycerol supported (diethylphosphono)acetic acid and a carbonyl compound. The key features of this parallel approach are the cyclative cleavage and simple separation techniques (i.e., dialysis).

Synthesis method of 4-phenyl-2-pyrrolidone

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Paragraph 0008; 0029-0037, (2021/04/07)

The invention discloses a synthesis method of 4-phenyl-2-pyrrolidone, which comprises the following steps: by using diethyl malonate and 2-nitro-1-phenethyl ketone as raw materials, carrying out condensation reaction by using a strong Lewis base to obtain an intermediate 1, and reacting the intermediate 1 in an organic solvent under the action of palladium-carbon catalytic hydrogenation to obtain an intermediate 3-(3-methoxy carboxyl -4-phenyl-2-pyrrolidone); and finally, carrying out decarboxylation reaction under the alkaline condition of an organic solvent to obtain the final 4-phenyl-2-pyrrolidone. In addition, 4-phenyl-2-pyrrolidone can also be prepared through a Fork alkylation reaction of pyrrolidone and halogenated benzene by a one-step method. The method disclosed by the invention has the characteristics of readily available raw materials, simple reaction conditions, high yield and the like.

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