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

HRID 227605ノート

反応式

HRID 227605 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 178418397HCID 178418397、化合物触媒HCID 962Water溶媒

実験手順

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)−.

後処理

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

出典と根拠

ORDレコード
ord-f86ec0830ef048e695ae8979b5f14c20
出典データセット
uspto-grants-2009_07
特許番号
US07560552B2

反応ノート

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