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Benzophenone imine → HCID 67281784、化合物

HRID 2387730
ノート
印刷プレビュー

反応式

HRID 2387730 の反応式
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
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

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

生成物 1

HCID 67281784HCID 67281784、化合物

試薬・触媒・溶媒 3

HCID 9811564
Bis(dibenzylideneacetone)palladium
触媒
HCID 1140Toluene溶媒
HCID 3283Diethyl Ether溶媒

反応条件

温度
100 °C

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-2fddb126e2a04dc8a351854a33bc67ed
出典データセット
uspto-grants-2012_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08268848B2

反応ノート

読み込み中…

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