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Benzophenone imine → HCID 67281784, 화합물

HRID 2387730
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HRID 2387730 반응식
C(=[NH:14])(C1C=CC=CC=1)C1C=CC=CC=1.C1(P(C2C=CC=CC=2)C2(P(C3C=CC=CC=3)C3C=CC=CC=3)CC=C3C(C=CC=C3)=C2C2C3C(=CC=CC=3)C=CC=2)C=CC=CC=1.CC(C)([O-])C.[Na+].Cl[C:68]1[C:73]([O:74][CH2:75][O:76][CH3:77])=[CH:72][C:71]([F:78])=[CH:70][N:69]=1>C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.C1C=CC(/C=C/C(/C=C/C2C=CC=CC=2)=O)=CC=1.[Pd].[Pd].C(OCC)C.C1(C)C=CC=CC=1>[F:78][C:71]1[CH:72]=[C:73]([O:74][CH2:75][O:76][CH3:77])[C:68]([NH2:14])=[N:69][CH:70]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 136809Benzophenone imineHCID 23676156Sodium t-butoxideHCID 86595863(+/-)-2,2-Bis(diphenylphosphino)-1,1-binaphthylHCID 86664267HCID 86664267, 화합물

생성물 1

HCID 67281784HCID 67281784, 화합물

시약·촉매·용매 3

HCID 9811564
Bis(dibenzylideneacetone)palladium
촉매
HCID 1140Toluene용매
HCID 3283Diethyl Ether용매

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온도
100 °C

실험 절차

Benzophenoneimine (55.3 ul), 2,2-bis(diphenylphosphino)-1,1-binaphthyl (29.3 mg), sodium tert-butoxide (22.6 mg) and Pd2DBA3 (15.3 mg) were added to a toluene (0.5 ml) solution of the compound 319-1 (30 mg). The reaction solution was heated to 100° C. and stirred for 3 hours. Diethyl ether was added to the reaction solution, and the obtained mixture was filtered with Celite. The filtrate was concentrated under reduced pressure. 2 M hydrochloric acid (78.5 ul) was added to a THF (1 ml) solution of the residue, and the obtained mixture was stirred at room temperature for 12 hours. A saturated sodium bicarbonate aqueous solution was added to the reaction solution, and the mixture was extracted with dichloromethane. The organic layer was dried over anhydrous magnesium sulfate and then filtered. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (n-heptane:ethyl acetate=9:1 to ethyl acetate), so as to obtain the title compound (17 mg).

후처리

  1. filtrationthe obtained mixture was filtered with Celite
  2. concentrationThe filtrate was concentrated under reduced pressure
  3. addition2 M hydrochloric acid (78.5 ul) was added to a THF (1 ml) solution of the residue
  4. stirringthe obtained mixture was stirred at room temperature for 12 hours
  5. additionA saturated sodium bicarbonate aqueous solution was added to the reaction solution
  6. extractionthe mixture was extracted with dichloromethane
  7. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  8. filtrationfiltered
  9. concentrationThe filtrate was concentrated under reduced pressure
  10. customthe residue was purified by silica gel column chromatography (n-heptane:ethyl acetate=9:1 to ethyl acetate)

출처 및 근거

ORD 기록
ord-2fddb126e2a04dc8a351854a33bc67ed
출처 데이터셋
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08268848B2

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