5-OCTANOYL-2,2-DIMETHYL-1,3-DIOXANE-4,6-DIONE → Decanoic acid, 3-oxo-, ethyl ester

HRID 2090589Notes

Reaction equation

HRID 2090589 reaction equation
[C:1]([CH:10]1C(=O)O[C:13](C)([CH3:17])[O:12][C:11]1=[O:19])(=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8]>C(O)C>[O:9]=[C:1]([CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[CH2:10][C:11]([O:12][CH2:13][CH3:17])=[O:19]

Participants

3

Reactant 1

HCID 3567035-OCTANOYL-2,2-DIMETHYL-1,3-DIOXANE-4,6-DIONE

Product 1

HCID 83224Decanoic acid, 3-oxo-, ethyl esterYield 90%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The resulting 5-octanoyl-2,2-dimethyl-1,3-dioxane-4,6-dione was allowed to reflux in ethanol for 2 hours, and then concentrated under reduced pressure. The resulting residue was purified using silica gel chromatography (developing solvent: n-hexane/ethyl acetate=8/2) to obtain ethyl 3-oxodecanoate shown by the formula below.

Workup

  1. concentrationconcentrated under reduced pressure
  2. customThe resulting residue was purified

Sources & evidence

ORD record
ord-bdc9956995c44e2fb99da03739adaad8
Source dataset
uspto-grants-2013_05
Patent number
US08436210B2

Reaction notes

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