5-nitro-2-(trifluoromethoxy)benzoic acid synthesis
- Product Name:5-nitro-2-(trifluoromethoxy)benzoic acid
- CAS Number:307989-55-5
- Molecular formula:C8H4F3NO5
- Molecular Weight:251.12
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Yield:307989-55-5 28.53 g (82%)
Reaction Conditions:
with nitric acid
Steps:
Preparation of 2-(5-isocyanato-2-trifluoromethoxyphenyl)benzoxazole
Preparation of 2-(5-isocyanato-2-trifluoromethoxyphenyl)benzoxazole Concentrated sulphuric acid (26 mL) was added dropwise to a flask containing 26 mL of 100% nitric acid while the temperature was kept at 2-6° C. Stirring was continued at this temperature while 2-(trifluoromethoxy)benzonitrile (26.16 g, 0.1398 mol) was added dropwise. When the addition was complete, the mixture was heated at 60° C. for 1 hour and poured into ice water. The precipitate was filtered off and treated with aqueous sodium hydrogen carbonate until neutral reaction. The crystals were collected and dried to afford 28.53 g (82%) of 5-nitro-2-trifluoromethoxybenzoic acid. Mp 134-135° C. 1H NMR (DMSO-d6): δ7.79 (dd, 1H), 8.53 (dd, 1H), 8.64 (d, 1H), 14.13 (br s, 1H).
References:
US6503949,2003,B1