Reaction #463207

ord-781e0eb28b764a7c901fa895c70e860e

Reaction equation

O=C1OC(=O)c2c(F)c(F)c(F)c(F)c21
tetrafluorophthalic anhydride
O.[Li+].[OH-]
lithium hydroxide hydrate
OCC(F)(F)F
trifluoroethanol
O=C1OC(=O)c2c(F)c(F)c(F)c(F)c21
tetrafluorophthalic anhydride
O=C(O)c1cc(F)c(F)c(OCC(F)(F)F)c1F
3-trifluoroethoxy-2,4,5-trifluorobenzoic acid
Yield 51.0%

Solvents

Conditions

Temperature
70°CELSIUS
Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    workup.ADDITIONAn initial charge

Procedure

An initial charge comprising a mixture of 7.6 g of water, 2.1 g of lithium hydroxide hydrate, 10 g of trifluoroethanol and 2.2 g (10 mmol) of tetrafluorophthalic anhydride is heated at 70° C. for 96 hours, after which the content of tetrafluorophthalic anhydride has fallen to below 1% (GC). The procedure described in Example 3 is then followed to give 1.4 g (5.1 mmol, corresponding to 51%) of 3-trifluoroethoxy-2,4,5-trifluorobenzoic acid.

Source

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