5-Bromosalicylic acid → HCID 67106784, compound

HRID 1623710Notes

Reaction equation

HRID 1623710 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([F:9])=[C:5]([F:10])[CH:4]=1.[Br:11][C:12]1[CH:13]=[CH:14][C:15]([OH:21])=[C:16]([CH:20]=1)[C:17]([OH:19])=[O:18].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Br:11][C:12]1[CH:13]=[CH:14][C:15]([O:21][CH2:2][C:3]2[CH:8]=[CH:7][C:6]([F:9])=[C:5]([F:10])[CH:4]=2)=[C:16]([CH:20]=1)[C:17]([O:19][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([F:9])=[C:5]([F:10])[CH:4]=1)=[O:18]

Participants

5

Reactant 3

HCID 69725-Bromosalicylic acidHCID 11430Potassium CarbonateHCID 5814364-(Bromomethyl)-1,2-difluorobenzene

Product 1

HCID 67106784HCID 67106784, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
70 °C

Procedure

Neat 4-(bromomethyl)-1,2-difluorobenzene (1526 mg, 7.37 mmol) was added over 1 min to a stirred suspension of 5-bromo-2-hydroxybenzoic acid (800 mg, 3.69 mmol) and potassium carbonate (1274 mg, 9.22 mmol) in acetone (60 ml) in air at room temperature. The reaction mixture was stirred at 70° C. overnight. After filtering, the filtrate was evaporated to give a solid, which was dried in vacuo to yield the title compound as a white solid. 2.0 g.

Workup

  1. filtrationAfter filtering
  2. customthe filtrate was evaporated
  3. customto give a solid, which
  4. customwas dried in vacuo

Sources & evidence

ORD record
ord-f6e922a777de4023aa1860d964ad021f
Source dataset
uspto-grants-2014_07
Patent number
US08778939B2

Reaction notes

Loading…