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Tetrabutylammonium borohydride → HCID 67070116, 화합물

HRID 1924445
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HRID 1924445 반응식
[F:1][C:2]([F:17])([F:16])[C:3]([NH:5][C:6]1[CH:15]=[CH:14][C:9]([C:10]([O:12][CH3:13])=[O:11])=[CH:8][CH:7]=1)=O.[BH4-].C([N+](CCCC)(CCCC)CCCC)CCC>C(Cl)Cl>[F:1][C:2]([F:16])([F:17])[CH2:3][NH:5][C:6]1[CH:7]=[CH:8][C:9]([C:10]([O:12][CH3:13])=[O:11])=[CH:14][CH:15]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 169536Tetrabutylammonium borohydrideHCID 786481Methyl 4-[(trifluoroacetyl)amino]benzoate

생성물 1

HCID 67070116HCID 67070116, 화합물수율 37%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

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온도
50 °C

실험 절차

step c—A vial was charged with 122 (1.0 g, 4.05 mmol) and DCM (15 mL) then tetrabutylammonium borohydride was added. The vial was capped and heated overnight in an oil bath at 50° C. The reaction mixture was cooled to RT and the DCM was evaporated. HOAc was added dropwise until H2 evolution ceased. The solvents were evaporated and toluene was added. The mixture was made basic with dilute NaHCO3, extracted with EtOAc, dried (MgSO4), filtered and evaporated. The resulting solid was recrystallized from hexane to afford 0.349 g of methyl 4-(2,2,2-trifluoro-ethylamino)-benzoate (124)

후처리

  1. customThe vial was capped
  2. temperatureThe reaction mixture was cooled to RT
  3. customthe DCM was evaporated
  4. additionHOAc was added dropwise until H2 evolution
  5. customThe solvents were evaporated
  6. additiontoluene was added
  7. extractionextracted with EtOAc
  8. dry with materialdried (MgSO4)
  9. filtrationfiltered
  10. customevaporated
  11. customThe resulting solid was recrystallized from hexane

출처 및 근거

ORD 기록
ord-82b526c065fe430eb245d7812cede589
출처 데이터셋
uspto-grants-2012_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08178547B2

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