Trimethyl orthoformate → 5-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione

HRID 1032253Notes

Reaction equation

HRID 1032253 reaction equation
[CH3:1][C:2]1([CH3:10])[O:9][C:7](=[O:8])[CH2:6][C:4](=[O:5])[O:3]1.[CH3:11][O:12][CH:13](OC)OC>>[CH3:1][C:2]1([CH3:10])[O:9][C:7](=[O:8])[C:6](=[CH:11][O:12][CH3:13])[C:4](=[O:5])[O:3]1

Participants

3

Reactant 2

HCID 9005Trimethyl orthoformateHCID 162492,2-Dimethyl-1,3-dioxane-4,6-dione

Product 1

HCID 1521115-(Methoxymethylene)-2,2-dimethyl-1,3-dioxane-4,6-dione

Conditions

Temperature
90 °C

Procedure

10g of meldrum acid were dissolved in 39 ml of trimethylorthoformate and the mixture refluxed at 90° C. under nitrogen atmosphere for 3 hours. After cooling at room temperature, pale yellow solid was collected by filtration. washed with a small amount of trimethylorthoformate, petroleum ether, then dried to yield 7.8 g product.

Workup

  1. temperatureAfter cooling at room temperature
  2. filtrationpale yellow solid was collected by filtration
  3. washwashed with a small amount of trimethylorthoformate, petroleum ether
  4. customdried

Sources & evidence

ORD record
ord-ce1ad0e9d80e4c5c935c9055797c13fb
Source dataset
uspto-grants-1990_09
Patent number
US04957915

Reaction notes

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