Reaction #463208

ord-90500409cca04adbae79a7055d463b14

Reaction equation

[K+].[OH-]
potassium hydroxide
O=C1OC(=O)c2c(F)c(F)c(F)c(F)c21
tetrafluorophthalic anhydride
OCc1ccc(F)cc1
4-fluorobenzyl alcohol
O=C(O)c1cc(OCc2ccc(F)cc2)c(F)c(F)c1F
(4-fluorobenzyloxy) trifluorobenzoic acid
Yield 47.0%

Solvents

Conditions

Temperature
100°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Extractionto the extraction steps

Procedure

8.4 g (0.15 mol) of potassium hydroxide are dissolved in 30 g of water, and 6.6 g (30mmol) of tetrafluorophthalic anhydride and 30 g (0.238 mol) of 4-fluorobenzyl alcohol are added. The mixture is heated at 100° C. for 12 hours after which the procedure as described in Example 2 is followed. It is advantageous not to allow the pH to fall below 3 prior to the extraction steps. This method gives 4.2 g (14 mmol, corresponding to 47%) of (4-fluorobenzyloxy) trifluorobenzoic acid (purity 80-85%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05488152uspto-grants-1996_01