4-Phenyl-3-morpholinone supplier

Name
3-Morpholinone, 4-phenyl-
EINECS
CAS No. 29518-11-4
Article Data22
CAS DataBase
Density 1.187 g/cm³
Solubility
Melting Point 113-114 °C
Formula C₁₀H₁₁NO₂
Boiling Point 395.2 °C at 760 mmHg
Molecular Weight 177.203
Flash Point 192.8 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 4-phenylmorpholin-3-one;
PSA 29.54000
LogP 1.11480

Synthetic route

: 2-(2-chloroethoxy)-N-phenylacetamide

: 29518-11-4
4-phenyl-3-morpholinone

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile for 6h; Solvent; Reflux;	97%

: 92-53-5
4-Phenylmorpholine

: 29518-11-4
4-phenyl-3-morpholinone

Conditions

Conditions	Yield
Stage #1: 4-Phenylmorpholine With sodium dihydrogenphosphate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical In acetonitrile at 0℃; for 0.0833333h; Stage #2: With sodium hypochlorite; sodium chlorite In water; acetonitrile	90%
With potassium permanganate; N-benzyl-N,N,N-triethylammonium chloride In dichloromethane for 6h; phase transfer oxidation; Heating;	45%

: 79-04-9
chloroacetyl chloride

: 122-98-5
2-Anilinoethanol

: 29518-11-4
4-phenyl-3-morpholinone

Conditions

Conditions	Yield
With sodium hydroxide In ethanol; water at 0 - 38℃; for 2h; pH=12 - 12.5;	89%
With sodium hydroxide In ethanol; water at 2 - 43℃; pH=12 - 12.5;	80%
With sodium hydroxide In ethanol; water at 38 - 45℃; for 0.5h; pH=10 - 13; Industry scale;	68%

: 2-(2-((methylsulfonyl)oxy)ethoxy)-N-phenylacetamide

: 29518-11-4
4-phenyl-3-morpholinone

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 8h;	85%

: 109-11-5
morpholine-3-one

: 591-50-4
iodobenzene

: 29518-11-4
4-phenyl-3-morpholinone

Conditions

Conditions	Yield
With caesium carbonate at 120℃; for 14h; Goldberg Reaction; Schlenk technique; Inert atmosphere;	85%

: 105-39-5
chloroacetic acid ethyl ester

: 122-98-5
2-Anilinoethanol

: 29518-11-4
4-phenyl-3-morpholinone

Conditions

Conditions	Yield
With potassium tert-butylate In tetrahydrofuran at 38℃; for 16h; Inert atmosphere;	83%
With potassium 2-methylpropan-2-olate In tetrahydrofuran at 25℃; for 16h;	62%

: 2-(2-((benzenesulfonyl)oxy)ethoxy)-N-phenylacetamide

: 29518-11-4
4-phenyl-3-morpholinone

Conditions

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 100℃; for 8h;	81%

: 92-53-5
4-Phenylmorpholine

A: 29518-11-4
4-phenyl-3-morpholinone

B: 13238-43-2
2-(N-phenylformamido)ethyl formate

Conditions

Conditions	Yield
With ozone In acetonitrile at 25℃; for 24h; Mechanism; Solvent; Temperature; regioselective reaction;	A 46% B 8%

: 105-39-5
chloroacetic acid ethyl ester

sodium-<2-anilino ethylate>: sodium-<2-anilino ethylate>

: 29518-11-4
4-phenyl-3-morpholinone

Conditions

Conditions	Yield
With toluene

: 103-84-4
Acetanilid

: 29518-11-4
4-phenyl-3-morpholinone

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: nitric acid; acetic acid; sulfuric acid / 2 h / 0 - 25 °C 2: potassium carbonate / tetrahydrofuran / 4 h / 0 - 55 °C 3: potassium carbonate / acetonitrile / 6 h / Reflux View Scheme

: 100-01-6
4-nitro-aniline

: 29518-11-4
4-phenyl-3-morpholinone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate / tetrahydrofuran / 4 h / 0 - 55 °C 2: potassium carbonate / acetonitrile / 6 h / Reflux View Scheme

: 62-53-3
aniline

: 29518-11-4
4-phenyl-3-morpholinone

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 4 h / 0 - 25 °C 2: potassium carbonate / acetonitrile / 6 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: triethylamine / dichloromethane / 4 h / 0 - 5 °C 2: potassium carbonate / N,N-dimethyl-formamide / 8 h / 100 °C View Scheme
Multi-step reaction with 2 steps 1: triethylamine / tert-butyl methyl ether / 4 h / 0 - 5 °C 2: potassium carbonate / N,N-dimethyl-formamide / 8 h / 100 °C View Scheme
Multi-step reaction with 4 steps 1: sodium acetate; acetic acid / 0.5 h / 20 °C / Large scale 2: nitric acid; acetic acid; sulfuric acid / 2 h / 0 - 25 °C 3: potassium carbonate / tetrahydrofuran / 4 h / 0 - 55 °C 4: potassium carbonate / acetonitrile / 6 h / Reflux View Scheme
Multi-step reaction with 2 steps 1: acetone / 15 h / Cooling with ice 2: potassium tert-butylate / tetrahydrofuran / 16 h / 38 °C / Inert atmosphere View Scheme

: 75-21-8
oxirane

: 62-53-3
aniline

: 29518-11-4
4-phenyl-3-morpholinone

Conditions

Conditions	Yield
Stage #1: oxirane; aniline Stage #2: With potassium carbonate In N,N-dimethyl-formamide at 0 - 60℃; for 4h;

: 29518-11-4
4-phenyl-3-morpholinone

: 446292-04-2
4-(4-nitrophenyl)-3-morpholinone

Conditions

Conditions	Yield
With nitric acid; acetic anhydride at 0 - 25℃; for 5h;	85%
With sulfuric acid; nitric acid at -10℃; for 1h;	83%
With sulfuric acid; nitric acid at -10℃; for 1h;	83%

: 29518-11-4
4-phenyl-3-morpholinone

: 634905-12-7
4-(4-bromophenyl)morpholin-3-one

Conditions

Conditions	Yield
With bis-[(trifluoroacetoxy)iodo]benzene; sodium bromide In ethanol at 25℃; for 12h; Green chemistry; regioselective reaction;	60%

: 29518-11-4
4-phenyl-3-morpholinone

: 94-30-4
ethyl 4-methoxybenzoate

: 2-(4-methoxybenzoyl)-4-phenylmorpholin-3-one

Conditions

Conditions	Yield
With lithium hexamethyldisilazane In tetrahydrofuran at 0 - 20℃; Claisen Condensation; Inert atmosphere;	42%

: 29518-11-4
4-phenyl-3-morpholinone

: 100-52-7
benzaldehyde

: 353268-54-9
2-<1-hydroxy-1-phenylmethyl>-4-phenyl-3-morpholinone

Conditions

Conditions	Yield
With lithium diisopropyl amide 1.) 30 min., -78 deg C, THF, 2.) 1 h, -78 to -30 deg C; Yield given. Multistep reaction;

: 29518-11-4
4-phenyl-3-morpholinone

: 100-52-7
benzaldehyde

: anti-2-(1-hydroxy-1-phenylmethyl)-4-phenyl-3-morpholinone

: syn-2-(1-hydroxy-1-phenylmethyl)-4-phenyl-3-morpholinone

Conditions

Conditions	Yield
Stage #1: 4-phenylmorpholin-3-one With lithium diisopropyl amide In tetrahydrofuran; hexane at -80℃; for 0.25h; Metallation; Stage #2: benzaldehyde In tetrahydrofuran at -80℃; for 0.25h; α-hydroxyalkylation; Title compound not separated from byproducts;

...Expand

: 29518-11-4
4-phenyl-3-morpholinone

: 438056-69-0
4-(4-aminophenyl)morpholin-3-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: nitric acid; sulfuric acid / sulfolane / 2 h / -5 - 30 °C 2: hydrogen / Raney Ni / methanol / 24 h / 40 - 50 °C View Scheme
Multi-step reaction with 2 steps 1: nitric acid; sulfuric acid / 1 h / -10 °C 2: hydrogen / 5% Pd(II)/C(eggshell) / water; tetrahydrofuran / 6.5 h / 70 °C / 2250.23 Torr View Scheme
Multi-step reaction with 2 steps 1: sulfuric acid; nitric acid / water 2: 5%-palladium/activated carbon; hydrogen / ethanol / 40 °C View Scheme

: 29518-11-4
4-phenyl-3-morpholinone

: 366789-02-8
Rivaroxaban

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: nitric acid; sulfuric acid / sulfolane / 2 h / -5 - 30 °C 2.1: hydrogen / Raney Ni / methanol / 24 h / 40 - 50 °C 3.1: water / ethanol / 36 h / 60 °C / Industry scale 4.1: toluene / 3 h / Industry scale; Reflux 5.1: methylamine / ethanol / 4 h / 65 °C / Industry scale 5.2: 58 - 60 °C / pH 2.7 / Industry scale 6.1: 1,1'-carbonyldiimidazole / N,N-dimethyl-formamide / 1 h / 0 - 20 °C / Industry scale 6.2: 2.5 h / 0 - 25 °C View Scheme
Multi-step reaction with 8 steps 1.1: nitric acid; sulfuric acid / 1 h / -10 °C 2.1: hydrogen / 5% Pd(II)/C(eggshell) / water; tetrahydrofuran / 6.5 h / 70 °C / 2250.23 Torr 3.1: sodium hydrogencarbonate / water; acetone / 4 h / 20 °C 4.1: lithium tert-butoxide / tetrahydrofuran / 24 h / 20 °C 5.1: triethylamine / dichloromethane / 4 h / 20 °C 6.1: isopropyl alcohol / 12 h / 120 °C 7.1: triethylamine / dichloromethane / 24 h / 20 °C 8.1: hydrogenchloride / ethyl acetate / 2 h / 55 °C 8.2: pH 9 View Scheme
Multi-step reaction with 7 steps 1.1: nitric acid; sulfuric acid / 1 h / -10 °C 2.1: hydrogen / 5% Pd(II)/C(eggshell) / water; tetrahydrofuran / 6.5 h / 70 °C / 2250.23 Torr 3.1: sodium hydrogencarbonate / water; acetone / 4 h / 20 °C 4.1: lithium tert-butoxide / tetrahydrofuran / 24 h / 20 °C 5.1: triethylamine / dichloromethane / 4 h / 20 °C 6.1: isopropyl alcohol / 12 h / 120 °C 7.1: triethylamine / toluene / 2 h / 120 °C 7.2: 4 h / 55 °C 7.3: 20 °C / pH 9 View Scheme

: 29518-11-4
4-phenyl-3-morpholinone

: 446292-10-0
4-[4-[(5S)-5-(aminomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl]morpholine-3-one

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: nitric acid; sulfuric acid / sulfolane / 2 h / -5 - 30 °C 2.1: hydrogen / Raney Ni / methanol / 24 h / 40 - 50 °C 3.1: water / ethanol / 36 h / 60 °C / Industry scale 4.1: toluene / 3 h / Industry scale; Reflux 5.1: methylamine / ethanol / 4 h / 65 °C / Industry scale 5.2: 58 - 60 °C / pH 2.7 / Industry scale View Scheme
Multi-step reaction with 6 steps 1: sulfuric acid; nitric acid / water 2: 5%-palladium/activated carbon; hydrogen / ethanol / 40 °C 3: toluene / 20 °C / Reflux 4: MgI2*etherate / tetrahydrofuran / 20 - 80 °C / Inert atmosphere 5: sodium azide / N,N-dimethyl-formamide / 12 h / 85 °C 6: 5%-palladium/activated carbon; hydrogen / ethyl acetate / 12 h View Scheme

: 29518-11-4
4-phenyl-3-morpholinone

: 446292-07-5
2-((2R)-2-hydroxy-3-{[4-(3-oxo-4-morpholinyl)phenyl]amino}propyl)-1H-isoindole-1,3(2H)-dione

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: nitric acid; sulfuric acid / sulfolane / 2 h / -5 - 30 °C 2: hydrogen / Raney Ni / methanol / 24 h / 40 - 50 °C 3: water / ethanol / 36 h / 60 °C / Industry scale View Scheme
Multi-step reaction with 3 steps 1: sulfuric acid; nitric acid / 2.5 h / 0 - 5 °C 2: hydrogen; palladium on activated charcoal / dichloromethane / 25 - 80 °C / Inert atmosphere; Autoclave 3: 18 h / 75 - 80 °C View Scheme
Multi-step reaction with 3 steps 1.1: sulfuric acid / 0.25 h / 0 - 5 °C 1.2: 2.5 h / 0 - 5 °C 2.1: palladium on activated charcoal; hydrogen / dichloromethane / 75 - 80 °C / 3750.38 Torr / Autoclave; Inert atmosphere 3.1: ethanol / 18 h / 75 - 80 °C View Scheme

: 29518-11-4
4-phenyl-3-morpholinone

: 446292-08-6
2-({(5S)-2-oxo-3-[4-(3-oxo-4-morpholinyl)phenyl]-1,3-oxazolidin-5-yl}methyl)-1H-isoindole-1,3(2H)-dione

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: nitric acid; sulfuric acid / sulfolane / 2 h / -5 - 30 °C 2: hydrogen / Raney Ni / methanol / 24 h / 40 - 50 °C 3: water / ethanol / 36 h / 60 °C / Industry scale 4: toluene / 3 h / Industry scale; Reflux View Scheme
Multi-step reaction with 4 steps 1: sulfuric acid; nitric acid / 2.5 h / 0 - 5 °C 2: hydrogen; palladium on activated charcoal / dichloromethane / 25 - 80 °C / Inert atmosphere; Autoclave 3: 18 h / 75 - 80 °C 4: dmap / dichloromethane / 40 - 45 °C View Scheme
Multi-step reaction with 7 steps 1: sulfuric acid; nitric acid / 2.5 h / 0 - 5 °C 2: hydrogen; palladium on activated charcoal / dichloromethane / 25 - 80 °C / Inert atmosphere; Autoclave 3: ethanol / 12 h / 75 - 80 °C 4: dmap / dichloromethane / 40 - 45 °C 5: water; sodium hydroxide / methanol / 1 h / 60 - 65 °C 6: triethylamine / dichloromethane / 24 h / 25 - 35 °C 7: potassium carbonate / N,N-dimethyl-formamide / 10 h / 25 - 45 °C View Scheme
Multi-step reaction with 4 steps 1.1: sulfuric acid / 0.25 h / 0 - 5 °C 1.2: 2.5 h / 0 - 5 °C 2.1: palladium on activated charcoal; hydrogen / dichloromethane / 75 - 80 °C / 3750.38 Torr / Autoclave; Inert atmosphere 3.1: ethanol / 18 h / 75 - 80 °C 4.1: dmap / dichloromethane / 40 - 45 °C View Scheme
Multi-step reaction with 7 steps 1.1: sulfuric acid / 0.25 h / 0 - 5 °C 1.2: 2.5 h / 0 - 5 °C 2.1: palladium on activated charcoal; hydrogen / dichloromethane / 75 - 80 °C / 3750.38 Torr / Autoclave; Inert atmosphere 3.1: water; ethanol / 12 h / 25 - 80 °C 4.1: dmap / dichloromethane / 25 - 45 °C 5.1: sodium hydroxide; water / methanol / 1 h / 25 - 65 °C 6.1: triethylamine / dichloromethane / 24 h / 25 - 35 °C 7.1: hydrogenchloride; potassium carbonate / N,N-dimethyl-formamide / 10 h / 25 - 45 °C View Scheme

: 29518-11-4
4-phenyl-3-morpholinone

: 1313613-18-1
[4-(3-oxo-morpholin-4-yl)phenyl]carbamic acid benzyl ester

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: nitric acid; sulfuric acid / 1 h / -10 °C 2: hydrogen / 5% Pd(II)/C(eggshell) / water; tetrahydrofuran / 6.5 h / 70 °C / 2250.23 Torr 3: sodium hydrogencarbonate / water; acetone / 4 h / 20 °C View Scheme

: 29518-11-4
4-phenyl-3-morpholinone

: 1117893-60-3
4-{4-[(5R)-5-(hydroxymethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}morpholin-3-one

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: nitric acid; sulfuric acid / 1 h / -10 °C 2: hydrogen / 5% Pd(II)/C(eggshell) / water; tetrahydrofuran / 6.5 h / 70 °C / 2250.23 Torr 3: sodium hydrogencarbonate / water; acetone / 4 h / 20 °C 4: lithium tert-butoxide / tetrahydrofuran / 24 h / 20 °C View Scheme
Multi-step reaction with 5 steps 1: sulfuric acid; nitric acid / 2.5 h / 0 - 5 °C 2: hydrogen; palladium on activated charcoal / dichloromethane / 25 - 80 °C / Inert atmosphere; Autoclave 3: ethanol / 12 h / 75 - 80 °C 4: dmap / dichloromethane / 40 - 45 °C 5: water; sodium hydroxide / methanol / 1 h / 60 - 65 °C View Scheme
Multi-step reaction with 5 steps 1.1: sulfuric acid / 0.25 h / 0 - 5 °C 1.2: 2.5 h / 0 - 5 °C 2.1: palladium on activated charcoal; hydrogen / dichloromethane / 75 - 80 °C / 3750.38 Torr / Autoclave; Inert atmosphere 3.1: water; ethanol / 12 h / 25 - 80 °C 4.1: dmap / dichloromethane / 25 - 45 °C 5.1: sodium hydroxide; water / methanol / 1 h / 25 - 65 °C View Scheme

: 29518-11-4
4-phenyl-3-morpholinone

: 1117893-61-4
R-(2-oxo-3-((4-(3-oxo-morpholinyl)phenyl)oxazolidin-5-yl))methylmethanesulfonate

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: nitric acid; sulfuric acid / 1 h / -10 °C 2: hydrogen / 5% Pd(II)/C(eggshell) / water; tetrahydrofuran / 6.5 h / 70 °C / 2250.23 Torr 3: sodium hydrogencarbonate / water; acetone / 4 h / 20 °C 4: lithium tert-butoxide / tetrahydrofuran / 24 h / 20 °C 5: triethylamine / dichloromethane / 4 h / 20 °C View Scheme

: 29518-11-4
4-phenyl-3-morpholinone

: 1313613-19-2
4-(4-((S)-5-(tert-butylaminomethyl)-2-oxooxazolidin-3-yl)phenyl)morpholin-3-one

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: nitric acid; sulfuric acid / 1 h / -10 °C 2: hydrogen / 5% Pd(II)/C(eggshell) / water; tetrahydrofuran / 6.5 h / 70 °C / 2250.23 Torr 3: sodium hydrogencarbonate / water; acetone / 4 h / 20 °C 4: lithium tert-butoxide / tetrahydrofuran / 24 h / 20 °C 5: triethylamine / dichloromethane / 4 h / 20 °C 6: isopropyl alcohol / 12 h / 120 °C View Scheme
Multi-step reaction with 7 steps 1: nitric acid; sulfuric acid / 1 h / -10 °C 2: hydrogen / 5% Pd(II)/C(eggshell) / water; tetrahydrofuran / 6.5 h / 70 °C / 2250.23 Torr 3: sodium hydrogencarbonate / water; acetone / 4 h / 20 °C 4: lithium tert-butoxide / tetrahydrofuran / 24 h / 20 °C 5: triethylamine / dichloromethane / 4 h / 20 °C 6: N,N-dimethyl-formamide / 24 h / 80 °C 7: sodium hydrogencarbonate / ethyl acetate View Scheme

Yield

Multi-step reaction with 6 steps
1: nitric acid; sulfuric acid / 1 h / -10 °C
2: hydrogen / 5% Pd(II)/C(eggshell) / water; tetrahydrofuran / 6.5 h / 70 °C / 2250.23 Torr
3: sodium hydrogencarbonate / water; acetone / 4 h / 20 °C
4: lithium tert-butoxide / tetrahydrofuran / 24 h / 20 °C
5: triethylamine / dichloromethane / 4 h / 20 °C
6: isopropyl alcohol / 12 h / 120 °C
View Scheme

Multi-step reaction with 7 steps
1: nitric acid; sulfuric acid / 1 h / -10 °C
2: hydrogen / 5% Pd(II)/C(eggshell) / water; tetrahydrofuran / 6.5 h / 70 °C / 2250.23 Torr
3: sodium hydrogencarbonate / water; acetone / 4 h / 20 °C
4: lithium tert-butoxide / tetrahydrofuran / 24 h / 20 °C
5: triethylamine / dichloromethane / 4 h / 20 °C
6: N,N-dimethyl-formamide / 24 h / 80 °C
7: sodium hydrogencarbonate / ethyl acetate
View Scheme

: 29518-11-4
4-phenyl-3-morpholinone

: 1313613-22-7
4-(4-((S)-5-(tert-octylaminomethyl)-2-oxooxazolidin-3-yl)phenyl)morpholin-3-one

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: nitric acid; sulfuric acid / 1 h / -10 °C 2: hydrogen / 5% Pd(II)/C(eggshell) / water; tetrahydrofuran / 6.5 h / 70 °C / 2250.23 Torr 3: sodium hydrogencarbonate / water; acetone / 4 h / 20 °C 4: lithium tert-butoxide / tetrahydrofuran / 24 h / 20 °C 5: triethylamine / dichloromethane / 4 h / 20 °C 6: isopropyl alcohol / 0 - 120 °C View Scheme

: 29518-11-4
4-phenyl-3-morpholinone

: 1313613-21-6
5-chloro-N-tert-butyl-N-{[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]oxazolidin-5-yl]methyl}thiophene-2-carboxamide

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: nitric acid; sulfuric acid / 1 h / -10 °C 2: hydrogen / 5% Pd(II)/C(eggshell) / water; tetrahydrofuran / 6.5 h / 70 °C / 2250.23 Torr 3: sodium hydrogencarbonate / water; acetone / 4 h / 20 °C 4: lithium tert-butoxide / tetrahydrofuran / 24 h / 20 °C 5: triethylamine / dichloromethane / 4 h / 20 °C 6: isopropyl alcohol / 12 h / 120 °C 7: triethylamine / dichloromethane / 24 h / 20 °C View Scheme
Multi-step reaction with 8 steps 1: nitric acid; sulfuric acid / 1 h / -10 °C 2: hydrogen / 5% Pd(II)/C(eggshell) / water; tetrahydrofuran / 6.5 h / 70 °C / 2250.23 Torr 3: sodium hydrogencarbonate / water; acetone / 4 h / 20 °C 4: lithium tert-butoxide / tetrahydrofuran / 24 h / 20 °C 5: triethylamine / dichloromethane / 4 h / 20 °C 6: N,N-dimethyl-formamide / 24 h / 80 °C 7: sodium hydrogencarbonate / ethyl acetate 8: triethylamine / dichloromethane / 24 h / 20 °C View Scheme

Yield

Multi-step reaction with 7 steps
1: nitric acid; sulfuric acid / 1 h / -10 °C
2: hydrogen / 5% Pd(II)/C(eggshell) / water; tetrahydrofuran / 6.5 h / 70 °C / 2250.23 Torr
3: sodium hydrogencarbonate / water; acetone / 4 h / 20 °C
4: lithium tert-butoxide / tetrahydrofuran / 24 h / 20 °C
5: triethylamine / dichloromethane / 4 h / 20 °C
6: isopropyl alcohol / 12 h / 120 °C
7: triethylamine / dichloromethane / 24 h / 20 °C
View Scheme

Multi-step reaction with 8 steps
1: nitric acid; sulfuric acid / 1 h / -10 °C
2: hydrogen / 5% Pd(II)/C(eggshell) / water; tetrahydrofuran / 6.5 h / 70 °C / 2250.23 Torr
3: sodium hydrogencarbonate / water; acetone / 4 h / 20 °C
4: lithium tert-butoxide / tetrahydrofuran / 24 h / 20 °C
5: triethylamine / dichloromethane / 4 h / 20 °C
6: N,N-dimethyl-formamide / 24 h / 80 °C
7: sodium hydrogencarbonate / ethyl acetate
8: triethylamine / dichloromethane / 24 h / 20 °C
View Scheme

: 29518-11-4
4-phenyl-3-morpholinone

: 1313613-23-8
5-chloro-N-tert-octyl-N-{[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]oxazolidin-5-yl]methyl}thiophene-2-carboxamide

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1: nitric acid; sulfuric acid / 1 h / -10 °C 2: hydrogen / 5% Pd(II)/C(eggshell) / water; tetrahydrofuran / 6.5 h / 70 °C / 2250.23 Torr 3: sodium hydrogencarbonate / water; acetone / 4 h / 20 °C 4: lithium tert-butoxide / tetrahydrofuran / 24 h / 20 °C 5: triethylamine / dichloromethane / 4 h / 20 °C 6: isopropyl alcohol / 0 - 120 °C 7: dmap; triethylamine / toluene / 10 h / Inert atmosphere; Reflux View Scheme

Yield

Multi-step reaction with 7 steps
1: nitric acid; sulfuric acid / 1 h / -10 °C
2: hydrogen / 5% Pd(II)/C(eggshell) / water; tetrahydrofuran / 6.5 h / 70 °C / 2250.23 Torr
3: sodium hydrogencarbonate / water; acetone / 4 h / 20 °C
4: lithium tert-butoxide / tetrahydrofuran / 24 h / 20 °C
5: triethylamine / dichloromethane / 4 h / 20 °C
6: isopropyl alcohol / 0 - 120 °C
7: dmap; triethylamine / toluene / 10 h / Inert atmosphere; Reflux
View Scheme

: 29518-11-4
4-phenyl-3-morpholinone

: 1313613-20-5
4-(4-((S)-5-(tert-butylaminomethyl)-2-oxooxazolidin-3-yl)phenyl)morpholin-3-one methanesulfonic salt

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: nitric acid; sulfuric acid / 1 h / -10 °C 2: hydrogen / 5% Pd(II)/C(eggshell) / water; tetrahydrofuran / 6.5 h / 70 °C / 2250.23 Torr 3: sodium hydrogencarbonate / water; acetone / 4 h / 20 °C 4: lithium tert-butoxide / tetrahydrofuran / 24 h / 20 °C 5: triethylamine / dichloromethane / 4 h / 20 °C 6: N,N-dimethyl-formamide / 24 h / 80 °C View Scheme

: 29518-11-4
4-phenyl-3-morpholinone

: 1252018-28-2
4-{4-[(5R)-5-(chloromethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}morpholin-3-one

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: sulfuric acid; nitric acid / water 2: 5%-palladium/activated carbon; hydrogen / ethanol / 40 °C 3: toluene / 20 °C / Reflux 4: MgI2*etherate / tetrahydrofuran / 20 - 80 °C / Inert atmosphere View Scheme

: 29518-11-4
4-phenyl-3-morpholinone

: 1349248-79-8
4-{4-[(5R)-5-(azidomethyl)-2-oxo-1,3-oxazolidin-3-yl]phenyl}-morpholin-3-one

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: sulfuric acid; nitric acid / water 2: 5%-palladium/activated carbon; hydrogen / ethanol / 40 °C 3: toluene / 20 °C / Reflux 4: MgI2*etherate / tetrahydrofuran / 20 - 80 °C / Inert atmosphere 5: sodium azide / N,N-dimethyl-formamide / 12 h / 85 °C View Scheme

4-Phenyl-3-morpholinone Specification

The 3-Morpholinone,4-phenyl-, with the CAS registry number 29518-11-4, has the systematic name of 4-phenylmorpholin-3-one. It is a kind of organics, and should be stored in the dry and cool environment. And the molecular formula of the chemical is C₁₀H₁₁NO₂.

The characteristics of 3-Morpholinone,4-phenyl- are as followings: (1)ACD/LogP: 0.61; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.61; (4)ACD/LogD (pH 7.4): 0.61; (5)ACD/BCF (pH 5.5): 1.72; (6)ACD/BCF (pH 7.4): 1.72; (7)ACD/KOC (pH 5.5): 51.39; (8)ACD/KOC (pH 7.4): 51.39; (9)#H bond acceptors: 3; (10)#H bond donors: 0; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 29.54 Å²; (13)Index of Refraction: 1.559; (14)Molar Refractivity: 48.19 cm³; (15)Molar Volume: 149.2 cm³; (16)Polarizability: 19.1×10^-24cm³; (17)Surface Tension: 44.8 dyne/cm; (18)Density: 1.187 g/cm³; (19)Flash Point: 192.8 °C; (20)Enthalpy of Vaporization: 64.53 kJ/mol; (21)Boiling Point: 395.2 °C at 760 mmHg; (22)Vapour Pressure: 1.87E-06 mmHg at 25°C.

Addtionally, the following datas could be converted into the molecular structure:
(1)SMILES: O=C2N(c1ccccc1)CCOC2
(2)InChI: InChI=1/C10H11NO2/c12-10-8-13-7-6-11(10)9-4-2-1-3-5-9/h1-5H,6-8H2
(3)InChIKey: SIWXCJHUZAEIAE-UHFFFAOYAF

Product Name

3-Morpholinone, 4-phenyl-

Synthetic route

4-Phenyl-3-morpholinone Specification

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