Hydrochloric Acid → HCID 57198439、化合物

HRID 1464334ノート

反応式

HRID 1464334 の反応式
[CH2:1]([O:3][C:4]([CH2:6][C:7](=[O:28])[CH:8]=P(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)=[O:5])[CH3:2].[H-].[Na+].[CH:31](=O)[CH2:32][CH2:33][CH2:34][CH3:35].Cl>O1CCCC1.O>[O:28]=[C:7]([CH:8]=[CH:31][CH2:32][CH2:33][CH2:34][CH3:35])[CH2:6][C:4]([O:3][CH2:1][CH3:2])=[O:5]

参加物

7

反応物 4

HCID 313Hydrochloric AcidHCID 8063PentanalHCID 24758Sodium hydrideHCID 2734128Ethyl 3-oxo-4-(triphenyl-lambda~5~-phosphanylidene)butanoate

生成物 1

HCID 57198439HCID 57198439、化合物収率 40.2%

試薬・触媒・溶媒 2

HCID 962Water触媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
45 °C

実験手順

To a solution of (3-ethoxycarbonyl-2-oxopropylidene)triphenylphosphorane (5.0 g, 12.8 mmol) in tetrahydrofuran (THF, 50 ml) were added sodium hydride (60% dispersion in oil, 1.03 g, 25.6 mmol) and then pentanal (1.10 g, 12.8 mmol) followed by stirring. After addition of water (three drops), the mixture was heated at 45° C. for 1 hour. The reaction mixture was treated with dilute hydrochloric acid and extracted with ether. The organic layer was washed with aqueous saturated sodium bicarbonate and aqueous saturated sodium chloride, dried (MgSO4), and concentrated to dryness. The resulting residue was purified by column chromatography on silica gel. The column was eluted with dichloromethane-hexane (1:1 to 3:2) to give 1.02 g (40.0%) of the title compound as an oil. The 1H-NMR spectrum indicates that the product is a mixture of keto/enol isomers.

後処理

  1. extractionextracted with ether
  2. washThe organic layer was washed with aqueous saturated sodium bicarbonate and aqueous saturated sodium chloride
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated to dryness
  5. customThe resulting residue was purified by column chromatography on silica gel
  6. washThe column was eluted with dichloromethane-hexane (1:1 to 3:2)

出典と根拠

ORDレコード
ord-9b52cb9d3c7143298531813b01402c3c
出典データセット
uspto-grants-1994_04
特許番号
US05304565

反応ノート

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