Potassium Carbonate → HCID 819983, compound

HRID 658937Notes

Reaction equation

HRID 658937 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:10])=[C:6]([CH:9]=1)[CH:7]=[O:8].[CH3:11][O:12][C:13](=[O:16])[CH2:14]Br.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C>[CH3:11][O:12][C:13](=[O:16])[CH2:14][O:10][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:9][C:6]=1[CH:7]=[O:8]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 124815-Chloro-salicylaldehydeHCID 60984Methyl bromoacetate

Product 1

HCID 819983HCID 819983, compoundYield 99.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 5-chloro-2-hydroxy-benzaldehyde (35 g, 220 mmol), bromo-acetic acid methyl ester (43 g, 282 mmol), K2CO3 (60 g, 434 mmol) and in DMF (300 mL) was heated at 140° C. for 10 min. Then the mixture was partitioned between ethyl acetate and water. The organic layer was separated, washed with water 4 times, dried over anhydrous Na2SO4, concentrated to give crude product as yellow solid (50 g).

Workup

  1. customThen the mixture was partitioned between ethyl acetate and water
  2. customThe organic layer was separated
  3. washwashed with water 4 times
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-b80a01d2206744418ca3b0746e0af500
Source dataset
uspto-grants-2011_12
Patent number
US08076482B2

Reaction notes

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