Trifluoroacetic acid → 4H-Pyran-4-one, 5-hydroxy-2-methyl-
Reaction equation
COC1C=CC(C[O:8][C:9]2[C:10](=[O:16])[CH:11]=[C:12]([CH3:15])[O:13][CH:14]=2)=CC=1.FC(F)(F)C(O)=O>C1(OC)C=CC=CC=1>[OH:8][C:9]1[C:10](=[O:16])[CH:11]=[C:12]([CH3:15])[O:13][CH:14]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
5-p-Methoxybenzyloxy-2-methyl-4-pyrone, 10 g, was dissolved in 10 ml of anisole and 15 ml of trifluoroacetic acid was dropwise added to the solution under ice cooling. After stirring at the same temperature for 3 hours, the mixture was concentrated under reduced pressure. The concentrate was separated and purified by flash column chromatography (eluting solution; chloroform: methanol=20:1) using Wako Gel C-300 (200 g) to give 2.4 g of the title compound.
Workup
- concentrationthe mixture was concentrated under reduced pressure
- customThe concentrate was separated
- custompurified by flash column chromatography (eluting solution; chloroform: methanol=20:1)
Sources & evidence
- ORD record
- ord-09fbf1e2c11d480cab7a6727bd463848
- Source dataset
- uspto-grants-1991_12
- Patent number
- US05075299
Reaction notes
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