4-Benzyl-2-hydroxymorpholin-3-one supplier

Name
4-BENZYL-2-HYDROXY-MORPHOLIN-3-ONE
EINECS 811-794-0
CAS No. 287930-73-8
Article Data5
CAS DataBase
Density 1.292 g/cm³
Solubility
Melting Point 134.0 to 138.0 °C
Formula C₁₁H₁₃NO₃
Boiling Point 441.718 °C at 760 mmHg
Molecular Weight 207.229
Flash Point 220.943 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 4-benzyl-2-hydroxy-morpholin-3-one;
PSA 49.77000
LogP 0.30170

Synthetic route

: 298-12-4
Glyoxilic acid

: 104-63-2
N-Benzylethanolamine

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

Conditions

Conditions	Yield
In tetrahydrofuran Reflux;	91%
In tetrahydrofuran Reflux;	91%
In tetrahydrofuran; water for 21h; Heating;	76%
In tetrahydrofuran; water at 60 - 65℃; for 8h; Inert atmosphere;	27.5 g

: 110843-90-8
4-benzyl-morpholine-2,3-dione

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

Conditions

Conditions	Yield
With L-Selectride	88%
With sodium hydroxide; dihydrogen peroxide; L-Selectride In tetrahydrofuran; water at 10℃; for 1h;	80%

: 104-63-2
N-Benzylethanolamine

: 563-96-2
2,2-dihydroxyacetic acid

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

Conditions

Conditions	Yield
In tetrahydrofuran; water at 65℃; for 18h;	75%

: 109745-70-2, 19757-97-2
methyl glyoxylate methyl hemi-acetal

: 104-63-2
N-Benzylethanolamine

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

Conditions

Conditions	Yield
	15%

: 108228-02-0
Methoxy-(1-methoxy-1-methyl-ethoxy)-acetic acid methyl ester

: 104-63-2
N-Benzylethanolamine

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

Conditions

Conditions	Yield
Stage #1: Methoxy-(1-methoxy-1-methyl-ethoxy)-acetic acid methyl ester; N-Benzylethanolamine With sodium hydride In tetrahydrofuran Stage #2: With hydrogenchloride Further stages.;

: 104-63-2
N-Benzylethanolamine

: (1-ethoxy-ethoxy)-methoxy-acetic acid methyl ester

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

Conditions

Conditions	Yield
Stage #1: N-Benzylethanolamine; (1-ethoxy-ethoxy)-methoxy-acetic acid methyl ester With sodium hydride In tetrahydrofuran Stage #2: With hydrogenchloride Further stages.;

: 104-63-2
N-Benzylethanolamine

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 88 percent / Li(sec-Bu)3BH View Scheme
Multi-step reaction with 2 steps 1: 68 percent / ethanol; hexane / 20 °C 2: 80 percent / lithium tri(sec-butyl)borohydride; sodium hydroxide; hydrogen peroxide / tetrahydrofuran; H2O / 1 h / 10 °C View Scheme

: 368-63-8, 68120-60-5, 127852-28-2
(R)-[3,5-bis(trifluoromethyl)phenyl]ethanol

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

: 287930-75-0
(2R,2αR)-4-benzyl-2-[1-[3,5-bis(trifluoromethyl)phenyl]]ethoxy-morpholin-3-one

Conditions

Conditions	Yield
Stage #1: 4-benzyl-2-hydroxy-morpholin-3-one With trifluoroacetic anhydride In acetonitrile at 5 - 30℃; for 1h; Stage #2: (R)-[3,5-bis(trifluoromethyl)phenyl]ethanol With boron trifluoride diethyl etherate In acetonitrile for 3h; Further stages;	96%
Stage #1: 4-benzyl-2-hydroxy-morpholin-3-one With trifluoroacetic anhydride In acetonitrile at 5 - 30℃; for 1h; Stage #2: (R)-[3,5-bis(trifluoromethyl)phenyl]ethanol With boron trifluoride diethyl etherate In acetonitrile for 2h; Stage #3: With tetrahydrolinalool; potassium tert-butylate In hexane at -10 - -5℃; for 14h; Solvent;	96%
Stage #1: 4-benzyl-2-hydroxy-morpholin-3-one With trifluoroacetic anhydride In acetonitrile at 5℃; for 1h; Stage #2: (R)-[3,5-bis(trifluoromethyl)phenyl]ethanol With boron trifluoride diethyl etherate In acetonitrile at 25℃; for 4h; Temperature; Reagent/catalyst;

: 545-06-2
trichloroacetonitrile

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

: 502536-97-2
2,2,2-trichloro-acetimidic acid 4-benzyl-3-oxo-morpholin-2-yl ester

Conditions

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In n-heptane; toluene at 20℃; for 18h;	91%

: 407-25-0
trifluoroacetic anhydride

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

: 502537-07-7
trifluoro-acetic acid 4-benzyl-3-oxo-morpholin-2-yl ester

Conditions

Conditions	Yield
In acetonitrile at 5 - 34℃;

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

: (3R*)-4-benzyl-3-[(1S*)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl]-3-(4-fluorophenyl)morpholin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: acetonitrile / 5 - 34 °C 2: 3.51 kg / BF3*Et2O / acetonitrile / 2 h / 20 °C 3: tetrahydrofuran / 20 °C View Scheme
Multi-step reaction with 3 steps 1: acetonitrile / 5 - 34 °C 2: 3.51 kg / BF3*Et2O / acetonitrile / 2 h / 20 °C 3: 0.76 g / tetrahydrofuran / 3 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1: 91 percent / DBU / toluene; heptane / 18 h / 20 °C 2: boron trifluoride etherate / toluene; heptane / 1 h / 20 °C 3: tetrahydrofuran / 20 °C View Scheme

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

: (3R*)-4-benzyl-3-[(1R*)-1-[3,5-bis(trifluoromethyl)phenyl]ethyl]-3-(4-fluorophenyl)morpholin-2-one

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: acetonitrile / 5 - 34 °C 2: 3.51 kg / BF3*Et2O / acetonitrile / 2 h / 20 °C 3: 0.96 g / tetrahydrofuran / 3 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1: 91 percent / DBU / toluene; heptane / 18 h / 20 °C 2: boron trifluoride etherate / toluene; heptane / 1 h / 20 °C 3: 0.96 g / tetrahydrofuran / 3 h / 20 °C View Scheme
Multi-step reaction with 4 steps 1: 91 percent / DBU / toluene; heptane / 18 h / 20 °C 2: boron trifluoride etherate / toluene; heptane / 1 h / 20 °C 3: KO-t-Bu / 2-methyl-propan-2-ol; hexane / 16 h / 22 °C 4: 0.96 g / tetrahydrofuran / 3 h / 20 °C View Scheme

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

: (2R)-2-[(1R*)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)-3-dehydromorpholine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: acetonitrile / 5 - 34 °C 2.1: 3.51 kg / BF3*Et2O / acetonitrile / 2 h / 20 °C 3.1: 47.6 g / 4-toluenesulfonic acid; H2; HCl / Pd/C / tetrahydrofuran; methanol / 3 h / 20 - 25 °C / 1034.32 Torr 4.1: NaHCO3 / ethyl acetate 4.2: 84 percent / K2CO3; N-chlorosuccinimide; DBU / toluene; dimethylformamide / 5 h / 20 °C View Scheme
Multi-step reaction with 4 steps 1.1: 91 percent / DBU / toluene; heptane / 18 h / 20 °C 2.1: boron trifluoride etherate / toluene; heptane / 1 h / 20 °C 3.1: 47.6 g / 4-toluenesulfonic acid; H2; HCl / Pd/C / tetrahydrofuran; methanol / 3 h / 20 - 25 °C / 1034.32 Torr 4.1: NaHCO3 / ethyl acetate 4.2: 84 percent / K2CO3; N-chlorosuccinimide; DBU / toluene; dimethylformamide / 5 h / 20 °C View Scheme
Multi-step reaction with 5 steps 1.1: 91 percent / DBU / toluene; heptane / 18 h / 20 °C 2.1: boron trifluoride etherate / toluene; heptane / 1 h / 20 °C 3.1: KO-t-Bu / 2-methyl-propan-2-ol; hexane / 16 h / 22 °C 4.1: 47.6 g / 4-toluenesulfonic acid; H2; HCl / Pd/C / tetrahydrofuran; methanol / 3 h / 20 - 25 °C / 1034.32 Torr 5.1: NaHCO3 / ethyl acetate 5.2: 84 percent / K2CO3; N-chlorosuccinimide; DBU / toluene; dimethylformamide / 5 h / 20 °C View Scheme

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

: 170729-80-3
aprepitant

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: acetonitrile / 5 - 34 °C 2: 3.51 kg / BF3*Et2O / acetonitrile / 2 h / 20 °C 3: 47.6 g / 4-toluenesulfonic acid; H2; HCl / Pd/C / tetrahydrofuran; methanol / 3 h / 20 - 25 °C / 1034.32 Torr View Scheme
Multi-step reaction with 5 steps 1: acetonitrile / 5 - 34 °C 2: 3.51 kg / BF3*Et2O / acetonitrile / 2 h / 20 °C 3: 47.6 g / 4-toluenesulfonic acid; H2; HCl / Pd/C / tetrahydrofuran; methanol / 3 h / 20 - 25 °C / 1034.32 Torr 4: potassium carbonate / toluene; dimethylsulfoxide / 2 h / 15 °C 5: 0.96 kg / Darco / methanol / 1 h / 60 °C View Scheme
Multi-step reaction with 4 steps 1: 91 percent / DBU / toluene; heptane / 18 h / 20 °C 2: boron trifluoride etherate / toluene; heptane / 1 h / 20 °C 3: 47.6 g / 4-toluenesulfonic acid; H2; HCl / Pd/C / tetrahydrofuran; methanol / 3 h / 20 - 25 °C / 1034.32 Torr View Scheme

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

: 171338-27-5
[2R-[2α(R*),3α]]-2-[1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: acetonitrile / 5 - 34 °C 2.1: 3.51 kg / BF3*Et2O / acetonitrile / 2 h / 20 °C 3.1: tetrahydrofuran / 20 - 30 °C 3.2: H2 / 10 percent Pd/C / methanol; tetrahydrofuran View Scheme
Multi-step reaction with 3 steps 1.1: acetonitrile / 5 - 34 °C 2.1: 3.51 kg / BF3*Et2O / acetonitrile / 2 h / 20 °C 3.1: tetrahydrofuran / 20 °C 3.2: H2 / 5 percent Pd/C / methanol View Scheme
Multi-step reaction with 3 steps 1.1: 91 percent / DBU / toluene; heptane / 18 h / 20 °C 2.1: boron trifluoride etherate / toluene; heptane / 1 h / 20 °C 3.1: tetrahydrofuran / 20 - 30 °C 3.2: H2 / 10 percent Pd/C / methanol; tetrahydrofuran View Scheme

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

: [2R-[2α(R*),3α]]-2-[1-[3,5-bis(trifluoromethyl)phenyl]ethoxy]-3-(4-fluorophenyl)morpholine hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: acetonitrile / 5 - 34 °C 2: 3.51 kg / BF3*Et2O / acetonitrile / 2 h / 20 °C 3: 47.6 g / 4-toluenesulfonic acid; H2; HCl / Pd/C / tetrahydrofuran; methanol / 3 h / 20 - 25 °C / 1034.32 Torr View Scheme
Multi-step reaction with 3 steps 1: 91 percent / DBU / toluene; heptane / 18 h / 20 °C 2: boron trifluoride etherate / toluene; heptane / 1 h / 20 °C 3: 47.6 g / 4-toluenesulfonic acid; H2; HCl / Pd/C / tetrahydrofuran; methanol / 3 h / 20 - 25 °C / 1034.32 Torr View Scheme
Multi-step reaction with 4 steps 1: 91 percent / DBU / toluene; heptane / 18 h / 20 °C 2: boron trifluoride etherate / toluene; heptane / 1 h / 20 °C 3: KO-t-Bu / 2-methyl-propan-2-ol; hexane / 16 h / 22 °C 4: 47.6 g / 4-toluenesulfonic acid; H2; HCl / Pd/C / tetrahydrofuran; methanol / 3 h / 20 - 25 °C / 1034.32 Torr View Scheme
Multi-step reaction with 2 steps 1.1: trifluoroacetic anhydride / acetonitrile / 1 h / 5 - 30 °C 1.2: 3 h 2.1: tetrahydrofuran; methanol / 0.92 h / 15 - 20 °C 2.3: 0.5 h / Reflux View Scheme

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

: C22H24N2O5

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 91 percent / DBU / toluene; heptane / 18 h / 20 °C 2: boron trifluoride etherate / toluene; heptane / 1 h / 20 °C View Scheme

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

: 327623-36-9
(2S,2αR)-4-benzyl-2-[1-[3,5-bis(trifluoromethyl)phenyl]]ethoxy-morpholin-3-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 91 percent / DBU / toluene; heptane / 18 h / 20 °C 2: boron trifluoride etherate / toluene; heptane / 1 h / 20 °C View Scheme

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

: 287930-75-0
(2R,2αR)-4-benzyl-2-[1-[3,5-bis(trifluoromethyl)phenyl]]ethoxy-morpholin-3-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: acetonitrile / 5 - 34 °C 2: 3.51 kg / BF3*Et2O / acetonitrile / 2 h / 20 °C View Scheme
Multi-step reaction with 3 steps 1: 91 percent / DBU / toluene; heptane / 18 h / 20 °C 2: boron trifluoride etherate / toluene; heptane / 1 h / 20 °C 3: KO-t-Bu / 2-methyl-propan-2-ol; hexane / 16 h / 22 °C View Scheme
Multi-step reaction with 2 steps 1: 91 percent / DBU / toluene; heptane / 18 h / 20 °C 2: boron trifluoride etherate / toluene; heptane / 1 h / 20 °C View Scheme

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

: 219821-37-1
2-(R)-(1-(R)-(3,5-bis(trifluoromethyl)phenyl)ethoxy)-3-(S)-4-fluorophenyl-4-2-(N-methylcarboxyactamidrazono)morpholine

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: acetonitrile / 5 - 34 °C 2: 3.51 kg / BF3*Et2O / acetonitrile / 2 h / 20 °C 3: 47.6 g / 4-toluenesulfonic acid; H2; HCl / Pd/C / tetrahydrofuran; methanol / 3 h / 20 - 25 °C / 1034.32 Torr 4: potassium carbonate / toluene; dimethylsulfoxide / 2 h / 15 °C View Scheme
Multi-step reaction with 4 steps 1: 91 percent / DBU / toluene; heptane / 18 h / 20 °C 2: boron trifluoride etherate / toluene; heptane / 1 h / 20 °C 3: 47.6 g / 4-toluenesulfonic acid; H2; HCl / Pd/C / tetrahydrofuran; methanol / 3 h / 20 - 25 °C / 1034.32 Torr 4: potassium carbonate / toluene; dimethylsulfoxide / 2 h / 15 °C View Scheme
Multi-step reaction with 5 steps 1: 91 percent / DBU / toluene; heptane / 18 h / 20 °C 2: boron trifluoride etherate / toluene; heptane / 1 h / 20 °C 3: KO-t-Bu / 2-methyl-propan-2-ol; hexane / 16 h / 22 °C 4: 47.6 g / 4-toluenesulfonic acid; H2; HCl / Pd/C / tetrahydrofuran; methanol / 3 h / 20 - 25 °C / 1034.32 Torr 5: potassium carbonate / toluene; dimethylsulfoxide / 2 h / 15 °C View Scheme

: 1334043-16-1
C32H52O6

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

: 1334040-33-3
C43H63NO8

Conditions

Conditions	Yield
Stage #1: C32H52O6 With trifluoroacetic anhydride In acetonitrile at 0 - 20℃; for 1h; Stage #2: 4-benzyl-2-hydroxy-morpholin-3-one With boron trifluoride diethyl etherate In dichloromethane; acetonitrile for 40h; Stage #3: With sodium hydrogencarbonate In dichloromethane; water

: C32H52O6

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

: 1334040-33-3
C43H63NO8

Conditions

Conditions	Yield
Stage #1: 4-benzyl-2-hydroxy-morpholin-3-one With trifluoroacetic anhydride In acetonitrile at 0 - 20℃; for 1h; Stage #2: C32H52O6 With boron trifluoride diethyl etherate In dichloromethane; acetonitrile for 40h;

: C12H7F9O2

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

: 287930-75-0
(2R,2αR)-4-benzyl-2-[1-[3,5-bis(trifluoromethyl)phenyl]]ethoxy-morpholin-3-one

Conditions

Conditions	Yield
With potassium tetrahydrolinalool; triphenylphosphine at -10℃; for 6h; Reagent/catalyst; Temperature;	80.2 g

: 368-63-8, 68120-60-5, 127852-28-2
(R)-[3,5-bis(trifluoromethyl)phenyl]ethanol

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

A: 327623-36-9
(2S,2αR)-4-benzyl-2-[1-[3,5-bis(trifluoromethyl)phenyl]]ethoxy-morpholin-3-one

B: 287930-75-0
(2R,2αR)-4-benzyl-2-[1-[3,5-bis(trifluoromethyl)phenyl]]ethoxy-morpholin-3-one

Conditions

Conditions	Yield
Stage #1: 4-benzyl-2-hydroxy-morpholin-3-one With trifluoroacetic anhydride In acetonitrile at 25℃; for 1h; Inert atmosphere; Stage #2: (R)-[3,5-bis(trifluoromethyl)phenyl]ethanol With boron trifluoride diethyl etherate In acetonitrile at 20 - 30℃; for 2h; stereoselective reaction;	A 39.5 g B 23.2 g

...Expand

: 368-63-8, 68120-60-5, 127852-28-2
(R)-[3,5-bis(trifluoromethyl)phenyl]ethanol

: 287930-73-8
4-benzyl-2-hydroxy-morpholin-3-one

A: C21H19F6NO3

B: C21H19F6NO3

Conditions

Conditions	Yield
Stage #1: 4-benzyl-2-hydroxy-morpholin-3-one With trifluoroacetic anhydride In acetonitrile at 25℃; for 1h; Inert atmosphere; Stage #2: (R)-[3,5-bis(trifluoromethyl)phenyl]ethanol With boron trifluoride diethyl etherate In acetonitrile at 20 - 30℃; for 2h; stereoselective reaction;	A 34 g B 31 g

...Expand

4-Benzyl-2-hydroxymorpholin-3-one Specification

The 3-Morpholinone,2-hydroxy-4-(phenylmethyl)-, with the CAS registry number 287930-73-8, is also known as 2-Hydroxy-4-benzylmorpholin-3-one. It belongs to the product category of Pharmacetical. This chemical's molecular formula is C₁₁H₁₃NO₃ and molecular weight is 207.2258. Its systematic name is called 4-benzyl-2-hydroxymorpholin-3-one.

Physical properties of 3-Morpholinone,2-hydroxy-4-(phenylmethyl)-: (1)ACD/LogP: 0.30 ; (2)#H bond acceptors: 4; (3)#H bond donors: 1; (4)#Freely Rotating Bonds: 3; (5)Index of Refraction: 1.595; (6)Molar Refractivity: 54.506 cm³; (7)Molar Volume: 160.346 cm³; (8)Surface Tension: 57.361 dyne/cm; (9)Density: 1.292 g/cm³; (10)Flash Point: 220.943 °C; (11)Enthalpy of Vaporization: 73.678 kJ/mol; (12)Boiling Point: 441.718 °C at 760 mmHg; (13)Vapour Pressure: 0 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C2N(Cc1ccccc1)CCOC2O
(2)InChI: InChI=1/C11H13NO3/c13-10-11(14)15-7-6-12(10)8-9-4-2-1-3-5-9/h1-5,11,14H,6-8H2
(3)InChIKey: CAGSEMPCDRYWFN-UHFFFAOYAC

Product Name

4-BENZYL-2-HYDROXY-MORPHOLIN-3-ONE

Synthetic route

4-Benzyl-2-hydroxymorpholin-3-one Specification

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