Sodium Acetate → 1-(2-Methyl-1,3-dioxolan-2-YL)cyclopropane-1-carbaldehyde

HRID 1790879Notes

Reaction equation

HRID 1790879 reaction equation
[CH3:1][C:2]1([C:7]2([CH2:10][OH:11])[CH2:9][CH2:8]2)[O:6][CH2:5][CH2:4][O:3]1.C([O-])(=O)C.[Na+].[Cr](Cl)([O-])(=O)=O.[NH+]1C=CC=CC=1>ClCCl>[CH3:1][C:2]1([C:7]2([CH:10]=[O:11])[CH2:9][CH2:8]2)[O:3][CH2:4][CH2:5][O:6]1

Participants

5

Reactant 3

HCID 517045Sodium AcetateHCID 22042312[1-(2-Methyl-1,3-dioxolan-2-yl)cyclopropyl]methanolHCID 178418287HCID 178418287, compound

Product 1

HCID 143755571-(2-Methyl-1,3-dioxolan-2-YL)cyclopropane-1-carbaldehydeYield 79%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

10 g of 6 is dissolved in 500 ml of dichloromethane, and 3.7 g of sodium acetate and 19.3 g of pyridinium chlorochromate are added at room temperature under nitrogen. After 3 hours at room temperature, it is filtered on silica gel, concentrated by evaporation, diluted with diethyl ether, filtered again, and the solvent is removed, whereby 7.8 g of title compound 7 is obtained as a colorless oil.

Workup

  1. filtrationit is filtered on silica gel
  2. concentrationconcentrated by evaporation
  3. additiondiluted with diethyl ether
  4. filtrationfiltered again
  5. customthe solvent is removed

Sources & evidence

ORD record
ord-57f9bc4b3818405e91fe86ee9d699db9
Source dataset
uspto-grants-2006_07
Patent number
US07071344B1

Reaction notes

Loading…