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Methyl iodide → Methyl 3-bromo-5-fluoro-4-methoxybenzoate

HRID 521535
Notes
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Reaction equation

HRID 521535 reaction equation
[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([F:10])[C:7]([OH:11])=[C:6]([Br:12])[CH:5]=1.[C:14](=O)([O-])[O-].[K+].[K+].IC>CC(C)=O>[CH3:1][O:2][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([F:10])[C:7]([O:11][CH3:14])=[C:6]([Br:12])[CH:5]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 57467610Methyl 3-bromo-5-fluoro-4-hydroxybenzoate

Product 1

HCID 67076673Methyl 3-bromo-5-fluoro-4-methoxybenzoate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

6 g (24.09 mmol) of the product obtained in step 1 were dissolved in 60 ml of acetone, 10.13 g (2.270 mmol) of potassium carbonate and 6.84 g (48.18 mmol) of iodomethane were added, and the mixture was stirred for 4 days. Then is was filtered and evaporated. The resulting product (5.8 g) was used in the next step without further purification.

Workup

  1. filtrationThen is was filtered
  2. customevaporated
  3. customThe resulting product (5.8 g) was used in the next step without further purification

Sources & evidence

ORD record
ord-655597f546b3408f909ac54e3c6d0729
Source dataset
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09328071B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes