Bromine → HCID 86062035, compound

HRID 1663377Notes

Reaction equation

HRID 1663377 reaction equation
[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([CH:10]=[O:11])[CH:7]=[CH:6][C:5]=1[OH:12].[Br:14]Br.C([O-])(=O)C.[Na+]>C(O)(=O)C.ClCCl.O>[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([CH:10]=[O:11])[CH:7]=[C:6]([Br:14])[C:5]=1[OH:12]

Participants

7

Reactant 3

HCID 24408BromineHCID 517045Sodium AcetateHCID 14363598Methyl 5-Formylsalicylate

Product 1

HCID 86062035HCID 86062035, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

To a solution of 5-formyl-2-hydroxy-benzoic acid methyl ester (7.93 g) in acetic acid (50 ml) and dichloromethane (40 ml), cooled to 0° C., was added bromine (2.49 ml). After stirring for 17 h, the mixture was allowed to reach room temperature. Sodium acetate (3.61 g) was added and stirring was continued for 1 h. The mixture was diluted with water and extracted with ethyl acetate. The organic layer was dried (MgSO4), filtered and concentrated in vacuo.

Workup

  1. customto reach room temperature
  2. stirringstirring
  3. waitwas continued for 1 h
  4. extractionextracted with ethyl acetate
  5. dry with materialThe organic layer was dried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-0b735ce910994ee0adf846c3a1185632
Source dataset
uspto-grants-2011_10
Patent number
US08034945B2

Reaction notes

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