Potassium Carbonate → HCID 57565950, compound

HRID 1728167Notes

Reaction equation

HRID 1728167 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:10])=[C:6]([CH:9]=1)[CH:7]=[O:8].Br[CH2:12][CH2:13][O:14][C:15](=[O:17])[CH3:16].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:10][CH2:12][CH2:13][O:14][C:15](=[O:17])[CH3:16])=[C:6]([CH:7]=[O:8])[CH:9]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 124815-Chloro-salicylaldehydeHCID 135641-Acetoxy-2-bromoethane

Product 1

HCID 57565950HCID 57565950, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

5-Chloro-2-hydroxy-benzaldehyde (2 g, 12.8 mmol), acetic acid 2-bromo-ethyl ester (2.57 g, 15.4 mmol), K2CO3 (5.3 g, 38.5 mmol) and KI (0.26 g, 1.54 mmol) were mixed in DMF (20 mL). Then the reaction tube was placed into the cavity of a focused monomode microwave reactor and the contents of the flask were irradiated at 130° C. for 30 min. The mixture was filtered and the filtrate was concentrated. The residue was dissolved in CH2Cl2 and the organic layer was washed with water for several times. Then the organic layer was dried over anhydrous Na2SO4 and concentrated to obtain a yellow solid. (2.7 g)

Workup

  1. customThen the reaction tube was placed into the cavity of a focused monomode microwave reactor
  2. customthe contents of the flask were irradiated at 130° C. for 30 min
  3. filtrationThe mixture was filtered
  4. concentrationthe filtrate was concentrated
  5. dissolutionThe residue was dissolved in CH2Cl2
  6. washthe organic layer was washed with water for several times
  7. dry with materialThen the organic layer was dried over anhydrous Na2SO4
  8. concentrationconcentrated
  9. customto obtain a yellow solid

Sources & evidence

ORD record
ord-91dab68b39774aecadcbe31ac2cca493
Source dataset
uspto-grants-2009_02
Patent number
US07495007B2

Reaction notes

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