5-Hydroxy-4-propyl-2(5H)-furanone supplier

Name
2(5H)-FURANONE, 5-HYDROXY-4-PROPYL-
EINECS
CAS No. 78920-10-2
Article Data16
CAS DataBase
Density 1.198g/cm³
Solubility
Melting Point
Formula C7H10 O3
Boiling Point 325.76°C at 760 mmHg
Molecular Weight 142.155
Flash Point 152.212°C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 5-hydroxy-4-propylfuran-2(5H)-one
PSA 46.53000
LogP 0.58810

Synthetic route

: 110-62-3
pentanal

: 298-12-4
Glyoxilic acid

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

Conditions

Conditions	Yield
With morpholine In n-heptane at 40.1 - 41.7℃; for 18h; Industrial scale;	96.3%
Stage #1: Glyoxilic acid With morpholine In water at 10 - 30℃; for 5h; Large scale; Stage #2: pentanal In water at 40 - 45℃; for 18h; Large scale; Stage #3: With hydrogenchloride In water at 25 - 30℃; for 4h; Large scale;	95.8%
In n-heptane; water at 10 - 45℃; for 7h; Temperature; Large scale;	92.5%

: 110-62-3
pentanal

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

Conditions

Conditions	Yield
Stage #1: Glyoxilic acid With morpholine In n-heptane; water at 20℃; for 1h; Stage #2: pentanal In n-heptane; water at 43℃; for 20h; Stage #3: With hydrogenchloride In n-heptane; water at 20℃; for 2h;	90.8%

: 110-62-3
pentanal

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

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

Conditions

Conditions	Yield
With morpholin hydrochloride In 1,4-dioxane; water 1) RT, 1 h, 2) 24 h, reflux;	70%

: 78920-15-7
5-Ethoxy-4-propyl-5H-furan-2-one

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

Conditions

Conditions	Yield
With hydrogenchloride for 0.25h; Heating; Yield given;

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: 21963-27-9
4-propyl-5H-furan-2-one

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol at 20℃; for 1h;	100%
With sodium tetrahydroborate In ethanol for 2h; Inert atmosphere; Large scale;	90%
With methanol; sodium tetrahydroborate at 20℃; for 1h;	90.15%
With sodium tetrahydroborate In toluene at 20℃; for 4h; Reagent/catalyst; Inert atmosphere;	80%

: (S)-2-aminobutyric acid methyl ester hydrochloride

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: methyl (2S)-2-(2-hydroxy-5-oxo-3-propyl-2,5-dihydro-1H-pyrrol-1-yl)butanoate

Conditions

Conditions	Yield
With triethylamine In toluene at 20℃; for 3h; Time; Large scale;	90%

: 53726-14-0
(S)-2-amino-butanamide hydrochloride

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: (2S)-2-(2-hydroxy-5-oxo-3-propyl-2,5-dihydro-1H-pyrrole-1-yl)butanamide

Conditions

Conditions	Yield
Stage #1: (S)-2-amino-butanamide hydrochloride With ammonia In isopropyl alcohol pH=9 - 10; Stage #2: 5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one In isopropyl alcohol at 30 - 40℃;	88.8%
at 20℃;	65.3%

: 7324-11-0, 53726-14-0, 104652-77-9, 143164-46-9
(S)-2-amino-butanamide

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: 357338-13-7
(2S)-4,5-dehydro-(2-oxo-4-n-propyl-1-pyrrolidinyl)-2-butanamide

Conditions

Conditions	Yield
With sodium tetrahydroborate; sodium hydroxide In water; isopropyl alcohol at 5 - 25℃; for 1h;	88.3%
Stage #1: (S)-2-amino-butanamide; 5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one In toluene at 18℃; for 2.5h; Stage #2: With sodium hydroxide In water; toluene for 1h; Stage #3: With sodium hydroxide; acetic acid more than 3 stages;	3.4%
Stage #1: (S)-2-amino-butanamide; 5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one In ethanol at 40℃; for 0.0833333h; Stage #2: With sodium tetrahydroborate; ammonia In ethanol at 40℃; for 0.166667h; Stage #3: With acetic acid In ethanol at 105℃; for 0.15h;

: 1492-24-6
L-2-aminobutyric acid

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: (S)-2-(4-propyl-1,5-dihydropyrrole-2-one)butanoic acid

Conditions

Conditions	Yield
Stage #1: L-2-aminobutyric acid With sodium methylate In methanol at 0℃; for 0.5h; Stage #2: 5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one In methanol at 20℃; for 0.5h; Further stages;	86.7%
Stage #1: L-2-aminobutyric acid With triethylamine In methanol at 20℃; for 0.333333h; Stage #2: 5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one In methanol at 20℃; for 1.5h; Stage #3: With sodium tetrahydroborate In methanol at 0 - 10℃; for 0.333333h; Heating;	78.9%

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: 74-88-4
methyl iodide

: methyl (Z)-3-propyl-4-oxo-2-butenoate

Conditions

Conditions	Yield
Stage #1: 5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one With sodium hydride In N,N,N,N,N,N-hexamethylphosphoric triamide at 0℃; for 1h; Stage #2: methyl iodide In N,N,N,N,N,N-hexamethylphosphoric triamide at 0 - 20℃; for 0.25h;	82%

: L-2-aminobutanamide acetate

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: (2S)-2-((5-oxyl-3-propyl-2,5-dihydrofuran-2-yl)amino)butanamide

Conditions

Conditions	Yield
With ammonia In methanol at 30 - 40℃; for 3h; pH=9 - 10; Large scale;	80.3%

: 7324-11-0, 53726-14-0, 104652-77-9, 143164-46-9
(S)-2-amino-butanamide

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: C10H16N2O2

Conditions

Conditions	Yield
In isopropyl alcohol at 30℃; for 3h;	80%

: 53726-14-0
(S)-2-amino-butanamide hydrochloride

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: (2S)-2-((5-oxyl-3-propyl-2,5-dihydrofuran-2-yl)amino)butanamide

Conditions

Conditions	Yield
With ammonia In methanol at 20 - 30℃; for 2h; pH=9 - 10; Large scale;	79.8%

: 7682-18-0, 26815-92-9, 56545-22-3, 85774-09-0
(S)-2-aminobutyric acid methyl ester hydrochloride

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: methyl (2S)-2-(2-oxo-4-propyl-2,5-dihydropyrrol-1-yl)butyrate

Conditions

Conditions	Yield
Stage #1: (S)-2-aminobutyric acid methyl ester hydrochloride With triethylamine In methanol at 0℃; for 0.5h; Stage #2: 5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one In methanol at 20℃; for 0.5h; Further stages;	76.3%

: 868134-59-2
L-2-aminobutanamide tartaric acid

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: (2S)-2-((5-oxyl-3-propyl-2,5-dihydrofuran-2-yl)amino)butanamide

Conditions

Conditions	Yield
With ammonia In isopropyl alcohol at 40 - 50℃; for 2h; pH=9 - 10; Large scale;	71.7%

: 1403586-73-1
1-[2-(methoxymethyl)-6-(trifluoromethyl)imidazo[2,1-b][1,3,4]thiadiazol-5-yl]methanamine

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: 1-[[2-(methoxymethyl)-6-(trifluoromethyl)imidazo[2,1-b][1,3,4]thiadiazol-5-yl]methyl]-3-propyl-2H-pyrrol-5-one

Conditions

Conditions	Yield
Stage #1: 1-[2-(methoxymethyl)-6-(trifluoromethyl)imidazo[2,1-b][1,3,4]thiadiazol-5-yl]methanamine; 5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one In methanol at 20℃; for 3.5h; Stage #2: With sodium tetrahydroborate In methanol at 0℃; for 1h; Stage #3: With acetic acid In methanol at 20℃;	30%

: 64-17-5
ethanol

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: 78920-15-7
5-Ethoxy-4-propyl-5H-furan-2-one

Conditions

Conditions	Yield
With hydrogenchloride for 12h; Heating;

: 101979-45-7
(S)-3-acetyl-4-isopropyl-1,3-thiazolidine-2-thione

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: 3-((2,5-dihydro-3-propyl-5-oxo-2(R)-furanyl)acetyl)-4(S)-isopropyl-1,3-thiazolidine-2-thione

Conditions

Conditions	Yield
With 1-ethyl-piperidine; tin(II) trifluoromethanesulfonate 1.) THF, from -50 to -40 deg C, 3 h, 2.) THF, from -5 to 0 deg C, 2 h; Yield given. Multistep reaction;

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: 357338-44-4
5-hydroxy-4-propyldihydrofuran-2-one

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethyl acetate at 25℃; under 1810.02 Torr; for 2h;
With 5%-palladium/activated carbon; hydrogen In Isopropyl acetate at 20 - 25℃; under 1125.11 - 1875.19 Torr; for 2h; Solvent; Temperature; Pressure; Sealed tube;
With 5%-palladium/activated carbon; hydrogen In ethyl acetate at 25 - 30℃; under 1500.15 - 2250.23 Torr; for 2.5h; Solvent; Temperature; Pressure; Sealed tube;

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

N-Fmoc-2-aminobutyric amide Rink resin: N-Fmoc-2-aminobutyric amide Rink resin

A: 357336-20-0
brivaracetam

B: ((2S)-2-[(4S)-2-oxo-4-propyltetrahydro-1H-pyrrol-1-yl]butanamide)

Conditions

Conditions	Yield
Multistep reaction;

...Expand

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: 78920-25-9
5-Ethoxy-4-propyl-dihydro-furan-2-one

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: HCl(g) / 12 h / Heating 2: 88 percent / H2 / 10percent Pd-C / ethanol / 4 h / 760 Torr View Scheme

: 7324-11-0, 53726-14-0, 104652-77-9, 143164-46-9
(S)-2-amino-butanamide

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

A: 357336-20-0
brivaracetam

B: ((2S)-2-[(4S)-2-oxo-4-propyltetrahydro-1H-pyrrol-1-yl]butanamide)

Conditions

Conditions	Yield
Stage #1: (S)-2-amino-butanamide; 5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one In isopropyl alcohol at 15 - 30℃; for 2h; Stage #2: With hydrogen; acetic acid; 5%-palladium/activated carbon In isopropyl alcohol at 40℃; under 150.015 - 375.038 Torr; for 20h; Product distribution / selectivity;
Stage #1: (S)-2-amino-butanamide; 5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one In isopropyl alcohol at 30℃; for 2h; Stage #2: With 5%-palladium/activated carbon; hydrogen; acetic acid In isopropyl alcohol at 40℃; under 150.015 - 375.038 Torr; for 20h;

...Expand

: 3886-69-9
(R)-1-phenyl-ethyl-amine

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: 1314556-95-0
5-hydroxy-1-[1-((R)-phenyl)-ethyl]-4-n-propyl-1,5-dihydro-pyrrol-2-one

Conditions

Conditions	Yield
In isopropyl alcohol at 20℃; for 1h;
In isopropyl alcohol at 20℃; for 1h;
In isopropyl alcohol at 20℃; for 1h;

: 2627-86-3
(S)-1-phenyl-ethylamine

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: 1314556-94-9
5-hydroxy-1-[1-((S)-phenyl)-ethyl]-4-n-propyl-1,5-dihydro-pyrrol-2-one

Conditions

Conditions	Yield
In isopropyl alcohol at 20℃; for 1h;
In isopropyl alcohol at 20℃; for 1h;
In isopropyl alcohol at 20℃;
In isopropyl alcohol at 20℃; for 1h;

: 20989-17-7
(2S)-2-phenylglycinol

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: 1314557-00-0
5-hydroxy-1-(2-hydroxy-1-(S)-phenyl-ethyl)-4-n-propyl-1,5-dihydro-pyrrol-2-one

Conditions

Conditions	Yield
In methanol at 20℃; for 1h;

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: 130912-49-1
(R,S)-3-n-propyl-4-aminobutyric acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: ammonia / methanol / 1.5 h / 20 °C 2: hydrogen / palladium 10% on activated carbon / methanol / 3677.86 Torr / autoclave View Scheme

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: 1314557-03-3
(3S)-3-propyl-4-((S)-1'-phenylethylamino)butanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: isopropyl alcohol / 1 h / 20 °C 2: hydrogen / palladium 10% on activated carbon / isopropyl alcohol / 2206.72 Torr / autoclave View Scheme
Multi-step reaction with 2 steps 1: isopropyl alcohol / 1 h / 20 °C 2: hydrogen / palladium 10% on activated carbon / isopropyl alcohol / 2206.72 Torr / Autoclave View Scheme
Multi-step reaction with 2 steps 1: isopropyl alcohol / 1 h / 20 °C 2: hydrogen / palladium 10% on activated carbon / isopropyl alcohol / 2206.72 Torr / Parr autoclave reactor View Scheme

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: 1314557-04-4
(3R)-3-propyl-4-((S)-1'-phenylethylamino)butanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: isopropyl alcohol / 1 h / 20 °C 2: hydrogen / palladium 10% on activated carbon / isopropyl alcohol / 2206.72 Torr / autoclave View Scheme
Multi-step reaction with 2 steps 1: isopropyl alcohol / 1 h / 20 °C 2: hydrogen / palladium 10% on activated carbon / isopropyl alcohol / 2206.72 Torr / Autoclave View Scheme
Multi-step reaction with 2 steps 1: isopropyl alcohol / 1 h / 20 °C 2: hydrogen / palladium 10% on activated carbon / isopropyl alcohol / 2206.72 Torr / Parr autoclave reactor View Scheme

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: 1314557-05-5
(3R)-3-propyl-4-((R)-1'-phenylethylamino)butanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: isopropyl alcohol / 1 h / 20 °C 2: hydrogen / palladium 10% on activated carbon / isopropyl alcohol / 2206.72 Torr / autoclave View Scheme
Multi-step reaction with 2 steps 1: isopropyl alcohol / 1 h / 20 °C 2: hydrogen / palladium 10% on activated carbon / isopropyl alcohol / 2206.72 Torr / Autoclave View Scheme
Multi-step reaction with 2 steps 1: isopropyl alcohol / 1 h / 20 °C 2: hydrogen / palladium 10% on activated carbon / isopropyl alcohol / 2206.72 Torr / Parr autoclave reactor View Scheme

: 78920-10-2
5-hydroxy-4-n-propyl-2,5-dihydrofuran-2-one

: 1314557-08-8
(3S)-3-propyl-4-((R)-1'-phenylethylamino)butanoic acid

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: isopropyl alcohol / 1 h / 20 °C 2: hydrogen / palladium 10% on activated carbon / isopropyl alcohol / 2206.72 Torr / autoclave View Scheme
Multi-step reaction with 2 steps 1: isopropyl alcohol / 1 h / 20 °C 2: hydrogen / palladium 10% on activated carbon / isopropyl alcohol / 2206.72 Torr / Autoclave View Scheme
Multi-step reaction with 2 steps 1: isopropyl alcohol / 1 h / 20 °C 2: hydrogen / palladium 10% on activated carbon / isopropyl alcohol / 2206.72 Torr / Parr autoclave reactor View Scheme

5-Hydroxy-4-propyl-2(5H)-furanone Chemical Properties

Molecular structure of 5-Hydroxy-4-propyl-2(5H)-furanone (CAS NO.78920-10-2) is:

Product Name: 5-Hydroxy-4-propyl-2(5H)-furanone
CAS Registry Number: 78920-10-2
Systematic Name: 5-hydroxy-4-propylfuran-2(5H)-one
Molecular Formula: C₇H₁₀O₃
Molecular Weight: 142.15
Index of Refraction: 1.508
Molar Refractivity: 35.332 cm³
Molar Volume: 118.608 cm³
Surface Tension: 43.791 dyne/cm
Density: 1.198 g/cm³
Flash Point: 152.212 °C
Enthalpy of Vaporization: 65.817 kJ/mol
Boiling Point: 325.76 °C at 760 mmHg
Vapour Pressure: 0 mmHg at 25 °C
SMILES: CCC/C1=C/C(=O)OC1O
InChI: InChI=1/C7H10O3/c1-2-3-5-4-6(8)10-7(5)9/h4,7,9H,2-3H2,1H3
InChIKey: KQMCGGGTJKNIMC-UHFFFAOYAS
Std. InChI: InChI=1S/C7H10O3/c1-2-3-5-4-6(8)10-7(5)9/h4,7,9H,2-3H2,1H3
Std. InChIKey: KQMCGGGTJKNIMC-UHFFFAOYSA-N

5-Hydroxy-4-propyl-2(5H)-furanone Specification

5-Hydroxy-4-propyl-2(5H)-furanone , its cas register number is 78920-10-2. It also can be called 2(5H)-Furanone,5-hydroxy-4-propyl- .

Product Name

2(5H)-FURANONE, 5-HYDROXY-4-PROPYL-

Synthetic route

5-Hydroxy-4-propyl-2(5H)-furanone Chemical Properties

5-Hydroxy-4-propyl-2(5H)-furanone Specification

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