HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-formyl-2-methyl-N-(2,2,2-trifluoroethyl)benzoic acid amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 4-Bromo-2-methyl-N-(2,2,2-trifluoro-ethyl)-benzamide | HCID 66784310 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-formyl-2-methyl-N-(2,2,2-trifluoroethyl)benzoic acid amide | HCID 86611466 | — |
Reaction Steps
In a solution of 1.00 g of 4-bromo-2-methyl-N-(2,2,2-trifluoroethyl)benzoic acid amide in 15 ml of tetrahydrofuran under nitrogen atmosphere, 4.7 ml of n-butyl lithium (1.58M hexane solution) was added dropwise at −70° C. with stirring, and then 0.4 ml of N,N-dimethylformamide were added dropwise. After stirring at the same temperature for 30 minutes, 10 ml of 1 N hydrochloric acid and then 30 ml of water were added, and extracted with ethyl acetate (30 ml×2). The organic phase was dehydrated with saturated sodium chloride aqueous solution and dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure to obtain 0.80 g of the aimed product as pale yellow crystal.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07662972B2 |
| Source dataset | uspto-grants-2010_02 |
| ORD ID | ord-9784a0b4d469490a9e07f8b72c0473f9 |
| Source note | uspto-grants-2010_02 |