Methanol → HCID 2805703, compound

HRID 402921Notes

Reaction equation

HRID 402921 reaction equation
[F:1][C:2]1[C:10]([C:11]([OH:13])=[O:12])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=O.S(=O)(=O)(O)O.[C:19](=O)(O)[O-].[Na+].[CH3:24][OH:25]>>[CH3:24][O:25][C:4](=[O:6])[C:3]1[CH:7]=[CH:8][CH:9]=[C:10]([C:11]([O:13][CH3:19])=[O:12])[C:2]=1[F:1]

Participants

5

Reactant 4

HCID 887MethanolHCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 28056712-fluoroisophthalic acid

Product 1

HCID 2805703HCID 2805703, compoundYield 95%

Procedure

430 g (2.34 mol) of 2-fluoroisophthalic acid was dissolved in 4.3 l of methanol; sulfuric acid with catalytic amount was dropped; and then the resultant solution was refluxed and stirred. 860 ml of a saturated sodium bicarbonate aqueous solution was added to the finished reaction mixture, and then distilled under reduced pressure with methanol. 860 ml of distilled water was added and then stirred for 1 hour at a room temperature. A resulting solid was filtered, washed with water, and then dried to obtain 471 g of dimethyl-2-fluoroisophthalate in a white solid phase.

Workup

  1. distillationdistilled under reduced pressure with methanol
  2. addition860 ml of distilled water was added
  3. stirringstirred for 1 hour at a room temperature
  4. filtrationA resulting solid was filtered
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-562cea421aab42ceb8eb63200db46ce3
Source dataset
uspto-grants-2014_06
Patent number
US08742160B2

Reaction notes

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