HCID 86592463, compound → HCID 86592462, compound

HRID 1271257Notes

Reaction equation

HRID 1271257 reaction equation
[CH3:1][O:2][C:3](=[O:11])[CH2:4][O:5][CH2:6]/[CH:7]=[CH:8]\[CH2:9][OH:10].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>C1C=CC=CC=1>[CH3:1][O:2][C:3](=[O:11])[CH2:4][O:5][CH2:6]/[CH:7]=[CH:8]/[CH:9]=[O:10]

Participants

4

Reactant 2

HCID 86592463HCID 86592463, compoundHCID 178418287HCID 178418287, compound

Product 1

HCID 86592462HCID 86592462, compoundYield 20.1%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

To a solution of 1.57 g of 2-[4-hydroxy-(Z)-2-buten-1-yloxy]acetic acid methyl ester in 157 ml of benzene, 7.90 g of celite and 4.87 g of pyridinium chlorochromate were added, followed by stirring at room temperature for 23 hours. The insoluble matter was removed by filtration and the solvent in the filtrate was evaporated under reduced pressure. After the was dissolved in ethyl acetate, the insoluble matter was removed by filtering trough celite to obtain 311 mg of the desired crude product as a brown oily substance.

Workup

  1. customThe insoluble matter was removed by filtration
  2. customthe solvent in the filtrate was evaporated under reduced pressure
  3. dissolutionAfter the was dissolved in ethyl acetate
  4. customthe insoluble matter was removed
  5. filtrationby filtering trough celite

Sources & evidence

ORD record
ord-50f0417fb74e4b08b36ae446dc32fcf3
Source dataset
uspto-grants-2007_04
Patent number
US07205302B2

Reaction notes

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