Hydrochloric Acid → HCID 178448751, compound

373.8 g (3.0 moles) of tert-butylhydrazine hydrochloride and 50 ml of concentrated hydrochloric acid were added to a solution of 552.3 g (3.0 moles) of ethyl trifluoroacetoacetate dissolved in 1,500 ml of ethanol. The mixture was refluxed for 2 days with heating, to give rise to a reaction. After the completion of the reaction, the reaction mixture was subjected to vacuum distillation to remove the most part of the solvent contained therein. The residue was poured into water, followed by extraction with ethyl acetate. The resulting organic layer was washed with water and an aqueous sodium chloride solution in this order and then dried over anhydrous magnesium sulfate. The resulting solution was subjected to vacuum distillation to remove the solvent contained therein. The residue was washed with n-hexane to obtain 369.0 g (yield: 59.1%) of 1-tert-butyl-3-trifluoromethyl-1H-pyrazol-5-ol as a white powder.

1. temperatureThe mixture was refluxed for 2 days
2. temperaturewith heating
3. customto give rise
4. customto a reaction
5. customAfter the completion of the reaction
6. distillationthe reaction mixture was subjected to vacuum distillation
7. customto remove the most part of the solvent
8. additionThe residue was poured into water
9. extractionfollowed by extraction with ethyl acetate
10. washThe resulting organic layer was washed with water
11. dry with materialan aqueous sodium chloride solution in this order and then dried over anhydrous magnesium sulfate
12. distillationThe resulting solution was subjected to vacuum distillation
13. customto remove the solvent
14. washThe residue was washed with n-hexane

ORD record

ord-ad6e0c2f6a634558bd18d8192aa01412

Source dataset

uspto-grants-2007_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07238689B2