Trifluoroacetic anhydride → 2-(2-Trifluoromethoxy-phenyl)-5-trifluoromethyl-oxazole-4-carboxylic acid

HRID 1510277Notes

Reaction equation

HRID 1510277 reaction equation
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[O:9][C:10]([C:16]([F:19])([F:18])[F:17])=[C:11]([C:13]([OH:15])=[O:14])[N:12]=1.[F:20][C:21]([F:33])([F:32])[O:22]C1C=CC=CC=1C(Cl)=O.COC(=O)CN.FC(F)(F)C(OC(=O)C(F)(F)F)=O>>[F:20][C:21]([F:33])([F:32])[O:22][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[O:9][C:10]([C:16]([F:19])([F:18])[F:17])=[C:11]([C:13]([OH:15])=[O:14])[N:12]=1

Participants

5

Reactant 4

HCID 9845Trifluoroacetic anhydrideHCID 69221Glycine methyl esterHCID 27772412-(Trifluoromethoxy)benzoyl ChlorideHCID 593014162-(2-Chlorophenyl)-5-trifluoromethyloxazole-4-carboxylic acid

Product 1

HCID 593013162-(2-Trifluoromethoxy-phenyl)-5-trifluoromethyl-oxazole-4-carboxylic acid

Procedure

With a method similar to that used for the preparation of 2-(2-chloro-phenyl)-5-trifluoromethyl-oxazole-4-carboxylic acid above. 2-(2-trifluoromethoxy-phenyl)-5-trifluoromethyl-oxazole-4-carboxylic acid was prepared from 2-trifluoromethoxy-benzoyl chloride, amino-acetic acid methyl ester and trifluoroacetic anhydride. LCMS calcd for C12H5F6NO4 (m/e) 341, obsd 342 (M+H).

Sources & evidence

ORD record
ord-89d4d11e16c34f6b910e3fb23453d00a
Source dataset
uspto-grants-2012_07
Patent number
US08211914B2

Reaction notes

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