تفاعل #2507848

ord-86318821cfa8460c812f956de5920d74

معادلة التفاعل

CCc1ccc(Cc2c(O[Si](C)(C)C(C)(C)C)nn(C(CF)CF)c2C(F)(F)F)cc1
3-t-Butyldimethylsilyloxy-4-((4-ethylphenyl)methyl)-1-(1,3-difluoro-2-propyl)-5-(trifluoromethyl)pyrazole
C1CCOC1.CCCC[N+](CCCC)(CCCC)CCCC.[F-]
tetrabutylammonium fluoride tetrahydrofuran
CCc1ccc(Cc2c(C(F)(F)F)n(C(CF)CF)[nH]c2=O)cc1
desired compound
المردود 46.4%
CCc1ccc(Cc2c(C(F)(F)F)n(C(CF)CF)[nH]c2=O)cc1
1,2-dihydro-4-((4-ethylphenyl)methyl)-1-(1,3-difluoro-2-propyl)-5-(trifluoromethyl)-3H-pyrazol-3-one
المردود 46.4%

المذيبات

ظروف التفاعل

درجة الحرارة
0°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    تركيزThe reaction solution was concentrated
  2. 2
    أخرىthe residue was purified on a silica gel column chromatography (ethyl acetate-hexane=1:4)

الإجراء التجريبي

3-t-Butyldimethylsilyloxy-4-((4-ethylphenyl)methyl)-1-(1,3-difluoro-2-propyl)-5-(trifluoromethyl)pyrazole (1.95 g; 4.22 mmol) was dissolved in tetrahydrofuran (30 ml) and cooled to 0° C. A 1 M tetrabutylammonium fluoride-tetrahydrofuran solution (6.33 ml; 6.33 mmol) was gradually added, then the mixture was stirred at room temperature for 30 minutes. The reaction solution was concentrated, and the residue was purified on a silica gel column chromatography (ethyl acetate-hexane=1:4) to give the desired compound (684 mg; 1.96 mmol). (46%)

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US07956041B2uspto-grants-2011_06