Potassium tert-butoxide → 2-methyl-2H-pyran-3,5(4H,6H)-dione

HRID 1837097Notes

Reaction equation

HRID 1837097 reaction equation
CC(C)([O-])C.[K+].[CH3:7][CH:8]([O:12][CH2:13][C:14]([O:16]C)=O)[C:9](=[O:11])[CH3:10]>C(O)(C)(C)C.CCOCC>[CH3:7][CH:8]1[C:9](=[O:11])[CH2:10][C:14](=[O:16])[CH2:13][O:12]1

Participants

5

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 71360827Methyl (1-methyl-2-oxopropoxy)acetate

Product 1

HCID 234974742-methyl-2H-pyran-3,5(4H,6H)-dione

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 6386tert-ButanolSolvent

Procedure

Potassium tert-butoxide in tert-butanol (1 M, 203 mL) and the product from Example 44B (15.5 g, 97 mmol) in ether (55 mL) were processed as described in Example 43C. The residue was purified on silica gel eluting with ethyl acetate:formic acid:water:hexane (200:1:1:200) provided the title compound. 1H NMR (CDCl3) δ 1.48 (d, 3H), 3.43 (d, 1H), 3.92 (d, 1H), 3.97 (q, 1H), 4.04 (d, 1H), 4.44 (d, 1H).

Workup

  1. customThe residue was purified on silica gel eluting with ethyl acetate:formic acid:water:hexane (200:1:1:200)

Sources & evidence

ORD record
ord-40aaaa9b0f7e4af2afa1164456245a56
Source dataset
uspto-grants-2004_08
Patent number
US06780872B2

Reaction notes

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