Furfural → HCID 13764439, compound
Reaction equation
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]=[O:7].[C:8]([Mg]Br)#[CH:9].P([O-])(O)(O)=O.[Na+]>O1CCCC1>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[CH:6]([OH:7])[C:8]#[CH:9]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
2 g of 2-furaldehyde in 30 ml of tetrahydrofuran were cooled to 0° C. and 50 ml of a 0.5M solution of ethynyl magnesium bromide in tetrahydrofuran were added dropwise over 15minutes. The mixture was stirred for 1 hour at 0° C., poured into a saturated aqueous sodium dihydrogenphosphate solution and extracted with isopropyl ether. The extract was dried and the solvent was evaporated to obtain 2.5 g of the expected product after chromatography on silica (eluent: 75/25 hexane/ethyl acetate).
Workup
- extractionextracted with isopropyl ether
- customThe extract was dried
- customthe solvent was evaporated
Sources & evidence
- ORD record
- ord-195475d267de4a44830245d0ba8b2626
- Source dataset
- uspto-grants-1995_04
- Patent number
- US05405865
Reaction notes
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