517-23-7

Basic information

• Product Name: 2-Acetylbutyrolactone
• Synonyms: -(-2-Hydroxyethyl)acetoaceticacid-lactone;2-Acetyl-4-hydroxybutyric acid gamma-lactone;2-Acetylbutyrolacton;2-Oxo-3-acetyltetrahydrofuran;3-Acetyl-2-(3H)-4,-5-dihydrofuranone;3-Acetyl-2(3H)-4,5-dihydrofuranone;3-acetyldihydro-2(3h)-furanon;3-Acetyltetrahydro-2-furanone
• CAS NO: 517-23-7
• Molecular Formula: C₆H₈O₃
• Molecular Weight: 128.13
• EINECS: 208-235-2
• Product Categories: ketone;Furan&Benzofuran;Carbonyl Compounds;Lactones;Organic Building Blocks;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals;Organic solvents
• Mol File: 517-23-7.mol
• Article Data: 20

Chemical Properties

• Melting Point: <25 °C
• Boiling Point: 107-108 °C5 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear/Liquid
• Density: 1.19 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0186mmHg at 25°C
• Refractive Index: n20/D 1.459(lit.)
• Storage Temp.: -20?C Freezer, Under Inert Atmosphere
• Solubility: 200g/l
• PKA: 12.00±0.20(Predicted)
• Water Solubility: 310 g/L (20 ºC)
• Stability: Stable. Incompatible with strong oxidizing agents, strong bases.
• Merck: 14,83
• BRN: 112676
• CAS DataBase Reference: 2-Acetylbutyrolactone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Acetylbutyrolactone(517-23-7)
• EPA Substance Registry System: 2-Acetylbutyrolactone(517-23-7)

Safety Data

• Hazard Codes: Xi,T
• Statements: 36/37/38-61
• Safety Statements: 26-36-37/39-45-53
• WGK Germany: 1
• RTECS: LU3456000
• TSCA: Yes
• Hazardous Substances Data: 517-23-7(Hazardous Substances Data)

Usage

Description

It is an important intermediate involved in the synthesis of chemical and pharmaceutical products such as vitamin B, 3,4-substituted pyridine, 5-(2-Hydroxyethyl)-4-methylthiazole. In presence of 2-acetylbutyrolactone, reaction of tert-butyl isocyanide with dialkyl acetylenedicarboxylates leads to the formation of dialkyl (E)-2-{(tert-butylamino)[2-oxo-4,5-dihydro-3(2H)-furanylidene]methyl}-2-butenedioates.1 Moreover, reaction of 2-acetylbutyrolactone with thiosemicarbazide and 3-(2-bromo-acetyl)-chromen-2-one in anhydrous ethanol produced 3-{2-[5-hydroxyl-4-(2-hydroxyl-ethyl)-3-methyl-pyrazol-1-yl]-thiazol-4-yl}-chromen-2-one in good yields.2 In addition, 2-acetylbutyrolactone can also function as the raw material for synthesizing pilocarpine that is a leading therapeutic agent for the treatment of narrow and wide angle glaucoma.3 Besides, this chemical can also act as a fluorogenic reagent in the quantitative spectrofluorometric determination of primary amines, which has been demonstrated to be equally accurate and precise as the officially or other reported methods.4

Reference

Asghari, S.; Mohammadi, L., Reaction of tert-butyl isocyanide and dialkyl acetylenedicarboxylates in the presence of 2-acetylbutyrolactone. Synthesis of functionalized alpha-methylene-gamma-butyrolactones. Tetrahedron Lett. 2006, 47, 4297-4299. Rao, V. R.; Kumar, P. V., Facile one-pot synthesis of 3-{25-hydroxy-4-(2-hydroxy-ethyl)-3-methyl-pyrazol-1-yl -thiazol-4-yl} -chromen-2-ones via a three-component reaction. Synth. Commun. 2006, 36, 2157-2161. Horne, D. A.; Fugmann, B.; Yakushijin, K.; Buchi, G., A SYNTHESIS OF PILOCARPINE. J. Org. Chem. 1993, 58, 62-64. Sabry, S. M., Application of 2-acetylbutyrolactone to spectrofluorinietry: Fluorescence properties of Schiff bases derived from 2-acetylbutyrolactone and spectrofluorimetric determination of primary amine-containing compounds. J. Pharm. Biomed. Anal. 2006, 40, 1057-1067.

Chemical Properties

Colorless to light yellow liqui

Uses

Different sources of media describe the Uses of 517-23-7 differently. You can refer to the following data:
1. An intermediate in the synthesis of 2,4-disubstituted pyridines. A fluorogenic reagent for the spectrofluorimetric determination of primary amines.
2. In synthesis of 3,4-disubstituted pyridines; of 5-(b-hydroxethyl)-4-methylthiazole.

Flammability and Explosibility

Notclassified

InChI:InChI=1/C6H8O3/c1-4(7)5-2-3-9-6(5)8/h5H,2-3H2,1H3/t5-/m0/s1

Synthetic route

α-acetyl-γ-butyrolactone sodium → acetamide (60-35-5) + 3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7)

Conditions	Yield
With ethyl hydrazine hydrochloride In methanol at 10 - 20℃; for 2h; Temperature;	A 98.9% B 98.29%

4-butanolide (96-48-0) + acetic acid methyl ester (79-20-9) → 3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7)

Conditions	Yield
Stage #1: 4-butanolide; acetic acid methyl ester With sodium methylate In methanol at 45 - 90℃; under 750.075 Torr; for 10h; Inert atmosphere; Large scale; Stage #2: With carbon dioxide In methanol; water at 0 - 35℃; under 6000.6 Torr; for 0.5h; Temperature; Pressure; Reagent/catalyst; Large scale;	96%

4-butanolide (96-48-0) + ethyl acetate (141-78-6) → 3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7)

Conditions	Yield
With sodium ethanolate at 75℃; for 10h; Reflux;	93%
Stage #1: 4-butanolide; ethyl acetate With sodium methylate at 50 - 100℃; for 5h; Autoclave; Stage #2: With sulfuric acid at -5 - 5℃; for 5h; pH=6 - 7;	83%
With sodium at 80℃; for 8h; Mechanism;

4-butanolide (96-48-0) + acetaldehyde (75-07-0) → 3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7)

Conditions	Yield
With sodium hydrogencarbonate In ethyl acetate at 60 - 95℃; under 750.075 - 7500.75 Torr; for 3.5h; Solvent; Temperature; Reagent/catalyst; Autoclave;	79.31%

oxirane (75-21-8) + acetoacetic acid methyl ester (105-45-3) → 3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7)

Conditions	Yield
With sodium hydroxide In ethanol; water at -5 - 0℃; for 50h;	78%
With triethylamine In methanol at 5 - 95℃; under 1500.15 - 2250.23 Torr; for 2.15 - 5h; Product distribution / selectivity;	40.4%
With N,N,N',N'-tetramethylguanidine In methanol at 5 - 65℃; under 1500.15 - 2250.23 Torr; for 1.15 - 6.18333h; Product distribution / selectivity;	30.8%

4-butanolide (96-48-0) + acetic anhydride (108-24-7) → 3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7)

Conditions	Yield
Stage #1: 4-butanolide With lithium hexamethyldisilazane In tetrahydrofuran at -78℃; for 0.25h; Inert atmosphere; Stage #2: acetic anhydride In tetrahydrofuran at -78℃; for 1h; Inert atmosphere;	42%

oxirane (75-21-8) + ethanol (64-17-5) + sodium ethyl acetylacetate enolate (1007476-32-5) → 3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7)

oxirane (75-21-8) + sodium ethyl acetylacetate enolate (1007476-32-5) → 3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7)

Conditions	Yield
With ethanol

ethanol (64-17-5) + sodium ethyl acetylacetate enolate (1007476-32-5) + 2-chloro-ethanol (107-07-3) → 3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7)

oxirane (75-21-8) + ethyl acetoacetate (141-97-9) → 3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7)

Conditions	Yield
With sodium hydroxide 1.) water, EtOH, 0 deg C, 30 min, 2.) 0 - 5 deg C, 72 h; Yield given. Multistep reaction;
With sodium hydroxide; sulfuric acid In water; ethylene glycol

4-butanolide (96-48-0) + sodium ethanolate (141-52-6) + ethyl acetate (141-78-6) → 3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + 5-Hydroxy-2-pentanone (1071-73-4) + ethyl 4-hydroxybutanoate (999-10-0) + ethyl 4-(acetyloxy)butanoate (25560-91-2) + ethyl acetoacetate (141-97-9) + α-(2-Tetrahydrofuranylidene)-γ-butyrolactone (65652-24-6)

Conditions	Yield
at 100℃; under 1064 Torr; for 0.5h; Product distribution; various molar ratio of the reagents, other temp., other pressure, other time;

...Expand

4-butanolide (96-48-0) + acetyl chloride (75-36-5) → 3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7)

Conditions	Yield
With 18-crown-6 ether 1.) THF, RT, 15 min, 2.) THF, RT, 3 h; Yield given. Multistep reaction;

3-<1-(N-phenylamino)-ethylidene>-4,5-dihydro-2(3H)-furanone (64620-59-3) → 3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + aniline (62-53-3)

Conditions	Yield
With water at 25℃; Rate constant; Mechanism;

D-Glucose (2280-44-6) → 3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7)

Conditions	Yield
With aluminium trichloride; Trioxane In methanol Dehydration; Heating;

4-butanolide (96-48-0) + ethyl acetate (141-78-6) → 3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + acetoacetic acid ethyl ester and tetrahydro-<2,3'>bifuryliden-2'-one

Conditions	Yield
With sodium

hydrogenchloride (7647-01-0) + 2-acetyl-2-(methylsulfanyl-methyl)-succinic acid diethyl ester (412012-07-8) → 3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + 3-methylene-4-oxopentanoic acid (89533-75-5) + 3--4-oxo-valeric acid

Conditions	Yield
10 h Erhitzen.;

4-butanolide (96-48-0) + C19H20ClNO4 (1258864-02-6) → 3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7)

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran at -78℃;

4-butanolide (96-48-0) + acetaldehyde (75-07-0) + ethyl acetate (141-78-6) → 3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7)

Conditions	Yield
With sodium carbonate at 44 - 80℃; for 8.66667h; Temperature; Autoclave;

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + allyl bromide (106-95-6) → 3-(1-Hydroxy-1-methyl-but-3-enyl)-dihydro-furan-2-one

Conditions	Yield
With hydrogenchloride; indium In methanol; water for 10h; Ambient temperature;	100%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + 3-chloroprop-1-ene (107-05-1) → 3-(1-Hydroxy-1-methyl-but-3-enyl)-dihydro-furan-2-one

Conditions	Yield
With hydrogenchloride; indium In methanol; water for 10h; Ambient temperature;	100%
With tin In hydrogenchloride; methanol for 20h; Product distribution; Ambient temperature; other reagent, solvent, reaction time; also with allyl bromide;	90%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + chloro-trimethyl-silane (75-77-4) → 4-<1-(trimethylsiloxy)ethenyl>-5-(trimethylsiloxy)-2,3-dihydrofuran (133400-76-7)

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran at -78 - 20℃; for 1h;	100%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) → 3-acetyl-3-chlorodihydrofuran-2(3H)-one (2986-00-7)

Conditions	Yield
With chlorine at -10℃; for 5h; Temperature; Saturated gas;	99.3%
With sulfuryl dichloride at 5 - 10℃; for 3h;	99.1%
With chlorine In dichloromethane at -10℃; for 5h; Temperature; Reagent/catalyst; Flow reactor;	99%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) → α-acetyl-α-hydroxy-γ-butyrolactone (135366-64-2)

Conditions	Yield
With 3,3-dimethyldioxirane; nickel diacetate In water; acetone for 3.5h; Ambient temperature;	99%
With 3,3-dimethyldioxirane In acetone at 20℃; for 72h;	98%
With samarium (III) iodide; iodine In tetrahydrofuran; water at 25℃; for 12h; Catalytic behavior; Green chemistry;	95%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + methyl vinyl ketone (78-94-4) → 3-acetyl-3-(3-oxobutyl)-4,5-dihydrofuran-2(3H)-one (58623-81-7, 74627-02-4, 176101-57-8)

Conditions	Yield
With silica gel In neat (no solvent) at 0 - 90℃; for 20h; Michael Addition;	99%
NDEAP grafted on silica In water at 80℃; for 0.233333h; Michael addition; microwave irradiation;	84%
With iron(III) chloride In dichloromethane at 20℃; Michael reaction;	36%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + benzylamine (100-46-9) → 2-<1-(N-benzylamino)ethylidene>butyrolactone

Conditions	Yield
With silica gel at 20℃; for 2h;	99%
With β‐cyclodextrin In water at 20℃; for 1.5h; chemospecific reaction;	96%
With cerium(III) chloride; tetrabutylammomium bromide at 20℃; for 0.0833333h;	95%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + chloro-trimethyl-silane (75-77-4) → 3-[1-[(trimethylsilyl)oxy]ethylidenyl]-4,5-dihydrofuran-2-one

Conditions	Yield
With lithium diisopropyl amide In tetrahydrofuran at -78 - 20℃;	99%
With triethylamine In benzene at 20℃; for 14h; Etherification;

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + rac-methylbenzylamine (618-36-0) → (Z)-3-[1-(1-phenylethylamino)ethylidene]tetrahydro-2-furanone

Conditions	Yield
With silica gel at 20℃; for 3.5h;	99%
at 23℃; for 4h;	89%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + methylamine (74-89-5) → 3-[1-Methylamino-eth-(Z)-ylidene]-dihydro-furan-2-one

Conditions	Yield
With silica gel at 20℃; for 4h;	99%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) → 2-(1-aminoethylidene)butyrolactone

Conditions	Yield
With ammonia; silica gel at 20℃; for 5h;	99%
With ammonium acetate; tetraethoxy orthosilicate In ethanol Heating;	98%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) → C6H7BF2O3

Conditions	Yield
With boron trifluoride diethyl etherate In toluene at 25℃; for 16h;	99%
With boron trifluoride diethyl etherate In toluene at 25℃; for 24h;	99%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + nitrostyrene (5153-67-3) → 3-acetyl-3-(-2-nitro-1-phenylethyl)dihydrofuran-2(3H)-one

Conditions	Yield
With 1-[3,5-bis(trifluoromethyl)phenyl]-3-[(2S)-dimethylamino-(1S)-phenylpropyl]thiourea In diethyl ether at 0℃; for 17h; nitro-Michael reaction; enantioselective reaction;	99%
With 3-((3,5-bis(trifluoromethyl)benzyl)amino)-4-((2-(dimethylamino)ethyl)-amino)cyclobut-3-ene-1,2-dione In toluene at 25℃; for 24h; Michael Addition; Inert atmosphere;	87%
(3ξ,8α,9R)-cinchonan-6',9-diol In tetrahydrofuran at 20℃; for 0.5h; Product distribution / selectivity; Michael Condensation;
With 1,4-diaza-bicyclo[2.2.2]octane In dichloromethane at 20℃; Michael Addition;
With 1,4-diaza-bicyclo[2.2.2]octane In neat (no solvent) at 20℃; Michael Addition;

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + 1,2-diamino-benzene (95-54-5) → (Z)-3-[1-(2-aminophenylamino)ethylidene]dihydrofuran-2(3H)-one

Conditions	Yield
In ethanol at 20℃; for 24h;	99%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) → C6H7ClO3*ClH

Conditions	Yield
With chlorine at 25 - 45℃; under 760.051 - 1520.1 Torr; for 2h; Temperature; Pressure; Concentration;	98.6%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + C12H12N2O3 (101561-12-0) → 7-Benzoylamino-6-hydroxy-6,8-dimethyl-1-oxo-2-oxa-7-aza-spiro[4.4]non-8-ene-9-carboxylic acid methyl ester

Conditions	Yield
In tetrahydrofuran for 0.1h; Ambient temperature;	98%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) → (-)-syn-(3R,1'R)-α-(hydroxyethyl)-γ-butyrolactone (155321-91-8)

Conditions	Yield
In N,N-dimethyl-formamide under 375030 Torr; Ambient temperature; Saccharomyces cerevisiae ML29;	98%
In N,N-dimethyl-formamide at 26℃; for 24h; Yarrowia lipolytica Y5;	95%
With nicotinic acid; ammonium sulfate; potassium dihydrogenphosphate; 5-hydroxy-6-methyl-3,4-pyridinedimethanol; D-glucose; D-myo-inositol; vitamin B1; boric acid; calcium (R)-pantothenate; magnesium sulfate; copper(II) sulfate; zinc(II) sulfate; potassium iodide; calcium chloride; manganese(ll) chloride; iron(II) chloride; biotin In ethanol; water at 29℃; for 96h; Yarrowia lipolytica PFL9CE;	69%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + acrylic acid methyl ester (292638-85-8) → 3-acetyl-2-oxotetrahydrofuran-3-propanoic acid methyl ester (280568-02-7)

Conditions	Yield
With polystyrene supported P1 iminophosphorane P-BEMP In tetrahydrofuran at 20℃; for 3h; Michael addition;	98%
With sodium hydride In tert-butyl alcohol at 35℃; for 4h; Michael addition;	96%
With 1,4-diaza-bicyclo[2.2.2]octane; water at 20℃; Michael addition;	95%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + 4-chloro-aniline (106-47-8) → 3-[(Z)-1-(4-chloro-anilino)-ethylidene]-dihydro-furan-2-one (64620-30-0)

Conditions	Yield
With cerium(III) chloride; tetrabutylammomium bromide at 20℃; for 0.0833333h;	98%
With β‐cyclodextrin In water at 20℃; for 0.333333h; chemospecific reaction;	95%
With tris(trifluoroacetato)bismuth(III); tetrabutylammomium bromide at 20℃; for 0.0833333h;	93%
cerium(III) chloride In water at 20℃; for 0.0833333h;	88%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + 4,4'-oxydiphenylene diamine (101-80-4) → C24H24N2O5

Conditions	Yield
With toluene-4-sulfonic acid In toluene for 12h; Heating;	98%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + 3-amino-4,6-dimethylpyrazolo[3,4-b]pyridine (41601-44-9) → 3-(2-hydroxyethyl)-2,8,10-trimethylpyrido[2',3':3,4]pyrazolo[1,5-a]pyrimidin-4-ol (1220997-01-2)

Conditions	Yield
In diphenylether at 220 - 225℃; for 0.25h;	98%

1-Phenylprop-1-yne (673-32-5) + 3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) → 3-acetyl-3-(1-phenylallyl)dihydrofuran-2(3H)-one + α-acetyl-α-(trans-cinnamyl)-γ-butyrolactone

Conditions	Yield
With chloro(1,5-cyclooctadiene)rhodium(I) dimer; bis[2-(diphenylphosphino)phenyl] ether; ytterbium(III) triflate In 1,2-dichloro-ethane at 70℃; for 48h; Schlenk technique; Inert atmosphere; Glovebox; Sealed tube; diastereoselective reaction;	A 98% B n/a

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) → Cyclopropyl methyl ketone (765-43-5)

Conditions	Yield
With sodium iodide at 192℃; under 4500.45 Torr; Reagent/catalyst; Temperature; Pressure;	97.12%
Stage #1: 3-acetyl-2-oxo-4,5-dihydrofuran With hydrogenchloride In water at 100℃; for 2h; Stage #2: With sodium hydroxide In water at 80 - 100℃; for 2h;	90.2%
With 1-methyl-pyrrolidin-2-one; sodium iodide at 170℃; for 3h;	59%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + methyl 2-bromoacrylate (4519-46-4) → methyl 1-methylene-6-oxo-2,7-dioxaspiro[4,4]nonane-3-carboxylate

Conditions	Yield
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran Ambient temperature;	96%
With 1,8-diazabicyclo[5.4.0]undec-7-ene In tetrahydrofuran at -78 - -50℃; for 2h; domino Michael-O-alkylation;	96%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + p-toluidine (106-49-0) → 3-[(Z)-1-(4-toluidino)ethylidene]-dihydro-furan-2-one (64620-32-2)

Conditions	Yield
With β‐cyclodextrin In water at 20℃; for 1h; chemospecific reaction;	96%
ammonium cerium(IV) nitrate at 20℃; for 1.16667h;	95%
zirconium(IV) chloride at 20℃; for 0.5h;	92%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + ethanolamine (141-43-5) → 3-[1-(2-hydroxyethylamino)ethylidene]tetrahydrofuran-2-one

Conditions	Yield
With tris(trifluoroacetato)bismuth(III); tetrabutylammomium bromide at 20℃; for 0.166667h;	96%
With β‐cyclodextrin In water at 20℃; for 1.33333h; chemospecific reaction;	95%
With tris(trifluoroacetato)bismuth(III) In water at 20℃; for 10h;	93%
With cerium(III) chloride; tetrabutylammomium bromide at 20℃; for 0.0833333h;	92%
cerium(III) chloride In water at 20℃; for 0.166667h;	85%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + (E)-2-bromo-β-nitrostyrene (65185-68-4) → 3-acetyl-3-(1-(2-bromophenyl)-2-nitroethyl)dihydrofuran-2(3H)-one

Conditions	Yield
With 3-((3,5-bis(trifluoromethyl)benzyl)amino)-4-((2-(dimethylamino)ethyl)-amino)cyclobut-3-ene-1,2-dione In toluene at 25℃; for 24h; Michael Addition; Inert atmosphere;	96%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7) + methyl iodide (74-88-4) → 3-acetyl-3-methyl-dihydro-furan-2-one (1123-19-9, 112607-28-0, 112607-29-1)

Conditions	Yield
With potassium carbonate In acetone at 50℃; for 16h; Large scale;	95%
Stage #1: 3-acetyl-2-oxo-4,5-dihydrofuran With sodium methylate In benzene Stage #2: methyl iodide Further stages.;	83%
With potassium carbonate In acetone	80%

Upstream product

• 96-48-0 4-butanolide 
• 141-52-6 sodium ethanolate 
• 141-78-6 ethyl acetate 
• 75-36-5 acetyl chloride 
• 79-20-9 acetic acid methyl ester 
• 75-07-0 acetaldehyde 
• 108-24-7 acetic anhydride 
• 1258864-02-6 C₁₉H₂₀ClNO₄ 
• 7647-01-0 hydrogenchloride 
• 412012-07-8 2-acetyl-2-(methylsulfanyl-methyl)-succinic acid diethyl ester 
• 2280-44-6 D-Glucose 
• 64620-59-3 3-<1-(N-phenylamino)-ethylidene>-4,5-dihydro-2(3H)-furanone 
• 75-21-8 oxirane 
• 105-45-3 acetoacetic acid methyl ester 

Downstream Products

• 99054-35-0 2-(2-piperidinylidene)butyrolactone 
• 132846-08-3 (+/-)-3-(3-Benzyloxy-propionyl)-4,5-dihydro-3H-furan-2-one 
• 134359-55-0 3-Acetyl-3-((E)-6-phenyl-hex-2-enyl)-dihydro-furan-2-one 
• 123438-78-8 3-[1-(2-Fluoro-phenylamino)-eth-(E)-ylidene]-dihydro-furan-2-one 
• 85217-83-0 3-acetyl-3-phenylselenyl-3H-dihydrofuran-2-one 
• 128815-31-6 3-Acetyl-3-((R)-5-methyl-cyclohex-1-enylmethyl)-dihydro-furan-2-one 
• 127783-39-5 3-Acetyl-3-ethynyl-dihydro-furan-2-one 
• 66241-86-9 5-phenylseleno-2-pentanone 
• 79781-00-3 1-{2-[4-(6-Methoxy-quinolin-8-ylamino)-pentylamino]-4,5-dihydro-furan-3-yl}-ethanone 
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Relevant articles and documents

Application of liquid sodium methoxide in synthesis of alpha-acetyl-gamma-butyrolactone and synthesis method of alpha-acetyl-gamma-butyrolactone

The invention provides application of liquid sodium methoxide in synthesis of alpha-acetyl-gamma-butyrolactone and a synthesis method of the alpha-acetyl-gamma-butyrolactone, and relates to the technical field of organic synthesis. The synthesis method of the alpha-acetyl-gamma-butyrolactone comprises the following steps: (a) performing pre-acylation reaction on an acetate compound and gamma-butyrolactone; (b) adding liquid sodium methoxide into the reaction liquid in the step (a) to carry out mixed reaction; (c) after the reaction in the step (b) is finished, concentrating and collecting methanol, and transferring the concentrated reaction liquid into an acylation kettle; (d) supplementing the acetate compound into the acylation kettle for acylation reaction; (e) performing neutralizing, filtering and concentrating to obtain an alpha-acetyl-gamma-butyrolactone crude product. According to the method, liquid sodium methoxide is used for replacing solid sodium methoxide for acylation synthesis, so that liquification and sealing of feeding are realized, the on-site feeding risk is reduced, and the synthesis yield is increased to 96% or above.

Process for dissociating acetamidine hydrochloride with alpha-acetyl-gamma-butyrolactone sodium salt

The invention relates to the technical field of vitamin B synthesis intermediates, in particular to a process for dissociating acetamidine hydrochloride with alpha-acetyl-gamma-butyrolactone sodium salt. The process comprises the following steps: making alpha-acetyl-gamma-butyrolactone sodium salt react with the acetamidine hydrochloride and separating products to obtain acetamidine and alpha-acetyl-gamma-butyrolactone. According to the process, the intermediate product alpha-acetyl-gamma-butyrolactone sodium salt in the synthesis step of the alpha-acetyl-gamma-butyrolactone reacts with the acetamidine hydrochloride, the alpha-acetyl-gamma-butyrolactone sodium salt utilize hydrochloric acid coordinated in the acetamidine hydrochloride to achieve the effect that the alpha-acetyl-gamma-butyrolactone sodium salt produces the alpha-acetyl-gamma-butyrolactone, and the hydrochloric acid in the acetamidine hydrochloride is removed to form acetamidine. Synchronous production of two target products is achieved, the steps are saved, and the process is environmentally friendly and increases the revenue.

Method for preparing alpha-acetyl-gamma-butyrolactone

The invention discloses a method for preparing alpha-acetyl-gamma-butyrolactone. The method comprises the following steps: adding ethyl acetate and sodium carbonate into a three-necked flask, dropwiseadding gamma-butyrolactone at the temperature of 44 to 46 DEG C, stirring, mixing the ethyl acetate and liquid aldehyde, dropwise adding a reaction solution, uniformly mixing, stirring and reacting for 1.5 to 2.5 hours at the temperature of 54 to 58 DEG C, adding the reaction solution into a high-pressure kettle, reacting for 5 to 6 hours at the temperature of 80 to 85 DEG C, cooling to room temperature, adding the reaction solution into a three-necked flask, dropwise adding sulfuric acid at 3 to 5 DEG C to adjust the pH to be 6 to 7, precipitating solids in the dropwise addition process, after the addition is ended, stirring for 11 to 13 hours, re-testing the pH which is unchanged, filtering to remove the solids, washing a filter cake by using ethyl acetate, performing the decompressionrotary evaporation, removing the ethyl acetate until no fraction is outputted, obtaining a crude product, and performing the direct decompression rectification for the crude product. The preparation method is easy in obtaining raw materials, cheap in raw materials, easy in operation, higher in yield, and suitable for industrialized production.