Benzaldehyde → 3-phenyl methylene-dihydro-2(3H)-furanone

HRID 484400

Reaction equation

C([CH:4]1[CH2:8][CH2:7][O:6][C:5]1=[O:9])(=O)C.[OH-].[Na+].[CH:12](=O)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>>[C:13]1([CH:12]2[C:8](=[CH2:4])[CH2:7][O:6][C:5]2=[O:9])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

Reactant 3

HCID 240Benzaldehyde

HCID 106012-Acetylbutyrolactone

HCID 14798Sodium Hydroxide

Product 1

HCID 199378733-phenyl methylene-dihydro-2(3H)-furanone

Procedure

The reaction was repeated using 3-acetyl-dihydro-2(3H)-furanone, sodium hydroxide and benzaldehyde to produce 3-phenyl methylene-dihydro-2(3H)-furanone. The crude yellow solid obtained from the reaction was recrystallized from chloroform to recover 3-phenylmethylene-dihydro-2(3H)-furanone, a yellow crystalline solid melting at 116° C. Proton and carbon nuclear magnetic resonance spectra for the product were as follows:

Sources & evidence

ORD record: ord-176ce160963e4c47b566892f4e0eeaa6
Source dataset: uspto-grants-1993_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05231192

Linked notes

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