Tetrahydrofuran → HCID 59792489, compound

A mixture of (2-ethyl-1,3-dioxan-2-yl)methyl benzoate (4.33 g, 17.3 mmol), potassium carbonate (4.95 g, 35.9 mmol), tetrahydrofuran (50 ml), and water (20 ml) was stirred at room temperature for 11 hours. A 5N aqueous sodium hydroxide solution (2 ml) was added to the mixture, which was stirred at room temperature for 7 hours and then methanol (50 ml) was added thereto, which was stirred at room temperature for 4 hours. The reaction mixture was concentrated under reduced pressure. Ethyl acetate was added to the residue and insoluble matter was removed by filtration. The filtrate was concentrated under reduced pressure. The residue was dissolved in heptane/ethyl acetate and subjected to silica gel column chromatography (elution solvent: n-heptane/ethyl acetate=2/1→1/1) to obtain the title compound (2.35 g, 92.9%) as a colorless oil.

1. stirringwas stirred at room temperature for 7 hours
2. stirringwhich was stirred at room temperature for 4 hours
3. concentrationThe reaction mixture was concentrated under reduced pressure
4. additionEthyl acetate was added to the residue and insoluble matter
5. customwas removed by filtration
6. concentrationThe filtrate was concentrated under reduced pressure
7. dissolutionThe residue was dissolved in heptane/ethyl acetate
8. washsubjected to silica gel column chromatography (elution solvent: n-heptane/ethyl acetate=2/1→1/1)

ORD record

ord-8d826cff98594525afd11476af3831bb

Source dataset

uspto-grants-2012_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08124780B2