2,2-Dimethyl-5-(3-methylbutanoyl)-1,3-dioxane-4,6-dione → Ethyl 5-methyl-3-oxohexanoate

HRID 747651Notes

Reaction equation

HRID 747651 reaction equation
[CH3:1][C:2]1(C)OC(=O)[CH:5]([C:9](=[O:14])[CH2:10][CH:11]([CH3:13])[CH3:12])[C:4](=[O:15])[O:3]1>CCO>[CH2:2]([O:3][C:4](=[O:15])[CH2:5][C:9](=[O:14])[CH2:10][CH:11]([CH3:12])[CH3:13])[CH3:1]

Participants

3

Reactant 1

HCID 594371732,2-Dimethyl-5-(3-methylbutanoyl)-1,3-dioxane-4,6-dione

Product 1

HCID 96344Ethyl 5-methyl-3-oxohexanoate

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Compound 9 was dissolved in EtOH (150 mL) and refluxed overnight. The reaction mixture was evaporated to yield product (10.315 g), which was shown by NMR to be pure. 1H NMR (500 MHz, CDCl3): δ 0.93 (d, 6H), 1.28 (t, 3H), 2.16 (m, 1H), 2.42 (d, 2H), 3.41 (2, 2H), 4.20 (q, 2H).

Workup

  1. temperaturerefluxed overnight
  2. customThe reaction mixture was evaporated

Sources & evidence

ORD record
ord-f3bb256d9cae41f287de8adf486e7c0a
Source dataset
uspto-grants-2008_07
Patent number
US07396936B1

Reaction notes

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