Potassium Carbonate → HCID 819983, compound

HRID 1728172Notes

Reaction equation

HRID 1728172 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+]>CC(C)=O>[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, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
80 °C

Procedure

5-Chloro-2-hydroxy-benzaldehyde (30 g, 192 mmol), bromo-acetic acid methyl ester (29.4 g, 192 mmol), K2CO3 (53 g, 384 mmol) and KI (9.6 g, 57 mmol) were mixed in acetone (100 mL). Then the mixture was heated at 80° C. for 30 min. The mixture was filtered and the filterate was concentrated. The residue was dissolve in ethyl acetate and washed with base aqueous solution (1N NaOH). The organic layer was separated, dried and concentrated to give (4-chloro-2-formyl-phenoxy)-acetic acid methyl ester yellow solid. (44 g)

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filterate was concentrated
  3. dissolutionThe residue was dissolve in ethyl acetate
  4. washwashed with base aqueous solution (1N NaOH)
  5. customThe organic layer was separated
  6. customdried
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-77764982c8ca4be082f99248ec119dee
Source dataset
uspto-grants-2009_02
Patent number
US07495007B2

Reaction notes

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