Hydride → 1-(4-Nitrophenyl)-3-pyridin-4-ylpropan-1-one

HRID 227605노트

반응식

HRID 227605 반응식
[H-].[N+:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:20])/[CH:12]=[CH:13]/[C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)=[CH:7][CH:6]=1)([O-:4])=[O:3]>O.C1C=CC([P]([Pd]([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)([P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)[P](C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1>[N+:2]([C:5]1[CH:10]=[CH:9][C:8]([C:11](=[O:20])[CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][N:17]=[CH:16][CH:15]=2)=[CH:7][CH:6]=1)([O-:4])=[O:3]

참가 물질

5

반응물 2

HCID 166653HydrideHCID 6088197(2E)-1-(4-nitrophenyl)-3-pyridin-4-ylprop-2-en-1-one

생성물 1

HCID 115940631-(4-Nitrophenyl)-3-pyridin-4-ylpropan-1-one수율 113.6%

시약·촉매·용매 2

HCID 178418397HCID 178418397, 화합물촉매HCID 962Water용매

실험 절차

Trinbutyltin hydride (0.36 mL, 1.34 mmol) was added slowly by syringe pump to a room temperature mixture of Example 14A (0.2 g, 0.78 mmol) and Pd(PPh3)4 (27 mg, 0.023 mmol), stirred overnight, diluted with water, and extracted three times with ethyl acetate. The combined extracts were washed with brine, dried (Na2SO4), filtered, and concentrated. The concentrate was putrified by flash column chromatography on silica gel with 80% ethyl acetate/hexanes to provide 227 mg (100%) of the desired product. MS(ESI(−)) m/e 255 (M−H)−.

후처리

  1. extractionextracted three times with ethyl acetate
  2. washThe combined extracts were washed with brine
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-f86ec0830ef048e695ae8979b5f14c20
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07560552B2

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