Methanol → Methyl 2,3,4,5-tetrafluorobenzoate

HRID 259958

Reaction equation

HRID 259958 reaction equation
[F:1][C:2]1[C:3]([F:15])=[C:4]([F:14])[C:5]([F:13])=[C:6]2[C:11](=[O:12])[O:10][C:8](=O)[C:7]=12.C(N(CCCCCCCC)CCCCCCCC)CCCCCCC.CO>>[CH3:8][O:10][C:11](=[O:12])[C:6]1[C:5]([F:13])=[C:4]([F:14])[C:3]([F:15])=[C:2]([F:1])[CH:7]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 14227TrioctylamineHCID 69545Tetrafluorophthalic anhydride

Product 1

HCID 600996Methyl 2,3,4,5-tetrafluorobenzoateYield 92.4%

Procedure

Into a 100 ml glass reactor equipped with a reflux condenser and a stirrer, 20 g (0.091 mol) of the tetrafluorophthalic anhydride prepared in Example 3 and 32.2 g (0.091 mol) of tri-n-octylamine were charged and 3.5 g (0.109 mol) of methanol was dropwise added thereto. Then, the mixture was reacted at 140° C. for 4 hours. After completion of the reaction, the reaction mixture was separated by distillation to obtain 17.5 g of 3,4,5,6-tetrafluorobenzoic acid methyl ester. The yield was 92.3%.

Workup

  1. customInto a 100 ml glass reactor equipped with a reflux condenser and a stirrer
  2. customThen, the mixture was reacted at 140° C. for 4 hours
  3. customAfter completion of the reaction
  4. customthe reaction mixture was separated by distillation

Sources & evidence

ORD record
ord-9c1826eb28e6460088ac926d523c93ce
Source dataset
uspto-grants-1996_06
Patent number
US05523476

Linked notes

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