Sulfuric Acid → Methyl 3-methoxypent-2-enoate

HRID 1381292Notes

Reaction equation

HRID 1381292 reaction equation
[C:1]([CH2:5][C:6]([O:8][CH3:9])=[O:7])(=[O:4])[CH2:2][CH3:3].[CH:10](OC)(OC)OC.OS(O)(=O)=O>>[CH3:9][O:8][C:6](=[O:7])[CH:5]=[C:1]([O:4][CH3:10])[CH2:2][CH3:3]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 9005Trimethyl orthoformateHCID 121699Methyl 3-oxovalerate

Product 1

HCID 1501841Methyl 3-methoxypent-2-enoate

Procedure

To a mixture of methyl propionylacetate (104 g. 0.8 mole) and trimethyl orthoformate 98% (95.3 g, 0.88 mole) was added dropwise 1 ml of concentrated H2SO4 at room temperature and it was allowed to stir overnight. After neutralization with excess anhydrous K2CO3, the solution was filtered and distilled to yield the title ester, b.p. 55° C. (0.55 mm).

Workup

  1. filtrationAfter neutralization with excess anhydrous K2CO3, the solution was filtered
  2. distillationdistilled

Sources & evidence

ORD record
ord-65c5e31be6254f4787865e9fb2cb8329
Source dataset
uspto-grants-1986_04
Patent number
US04585877

Reaction notes

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