4-Methyl-3-oxopentanoic acid → 4-Hydroxy-3-isobutyryl-6-isopropyl-pyran-2-one

4-Methyl-3-oxo-pentanoic acid (16.4 g, 126 mmol) was taken up in THF (200 mL) at room temperature under a nitrogen atmosphere, and 1,1-carbonyldiimidazole (22.4 g, 138 mmol) was added in one portion. The reuslting yellow solution was stirred at room temperature for 16 h, and then concentrated in vacuo and the residue diluted with DCM (200 mL). The solution was washed with 2N HCl (100 mL) and water (100 mL) and the aqueous was re-extracted with DCM (50 mL). The combined organics were dried over sodium sulfate and were then concentrated in vacuo to give the title compound as a yellow oil (11.7 g, 80%).

1. concentrationconcentrated in vacuo
2. additionthe residue diluted with DCM (200 mL)
3. washThe solution was washed with 2N HCl (100 mL) and water (100 mL)
4. extractionthe aqueous was re-extracted with DCM (50 mL)
5. dry with materialThe combined organics were dried over sodium sulfate
6. concentrationwere then concentrated in vacuo

ORD record

ord-d30cd95f9da34563856ff9331506c192

Source dataset

uspto-grants-2010_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07691877B2