Potassium Carbonate → 5-Chloro-2-(2,2,2-trifluoroethoxy)benzoic acid

HRID 76297

Reaction equation

[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([OH:12])=[C:6]([CH:11]=1)[C:7]([O:9]C)=[O:8].C(=O)([O-])[O-].[K+].[K+].FC(F)(F)S(O[CH2:25][C:26]([F:29])([F:28])[F:27])(=O)=O.[OH-].[Na+]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:12][CH2:25][C:26]([F:29])([F:28])[F:27])=[C:6]([CH:11]=1)[C:7]([OH:9])=[O:8]

Participants

Reactant 4

HCID 11430Potassium Carbonate

HCID 14798Sodium Hydroxide

HCID 77684Benzoic acid, 5-chloro-2-hydroxy-, methyl ester

HCID 803662,2,2-Trifluoroethyl trifluoromethanesulfonate

Product 1

HCID 431418635-Chloro-2-(2,2,2-trifluoroethoxy)benzoic acid

Procedure

Commercially available, methyl 5-chloro-2-hydroxybenzoate (Maybridge), potassium carbonate, 2,2,2-trifluoroethyl trifluoromethanesulfonate (TCI) and sodium hydroxide were processed according to the method of Example 130A to obtain the title compound. MS (ESI+) m/z 253 (M−H)'.

Sources & evidence

ORD record: ord-092e969b2e014dc0aba635b79043f1a2
Source dataset: uspto-grants-2014_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08835475B2

Linked notes

Loading…