Sodium Hydroxide → HCID 12094927、化合物

HRID 1767760ノート

反応式

HRID 1767760 の反応式
[C:1]1([C:6]2[CH:7]=[C:8]([CH:14]=[CH:15][CH:16]=2)[C:9](OCC)=[O:10])[CH2:5][CH2:4][CH2:3][CH:2]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].[OH-].[Na+]>CCOCC>[C:1]1([C:6]2[CH:7]=[C:8]([CH2:9][OH:10])[CH:14]=[CH:15][CH:16]=2)[CH2:5][CH2:4][CH2:3][CH:2]=1

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 12094926Ethyl 3-cyclopenten-1-ylbenzoateHCID 21226445Aluminium lithium hydride

生成物 1

HCID 12094927HCID 12094927、化合物収率 64.6%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

A solution of ethyl 3-cyclopent-1-ylbenzoate (4a) (2.5 g, 12 mmol) in ether (25 ml) is added dropwise to a suspension at 0° C. of LiAlH4 (0.57 g, 15 mmol) in ethyl ether (30 ml). The mixture is stirred overnight at room temperature. The reaction mixture is cooled to 0° C. and then 4.1 ml of a 10% aqueous sodium hydroxide solution are added dropwise. The white precipitate formed is filtered under vacuum, the solid washed with ether and then the filtrate concentrated under reduced pressure. The residue is purified by flash chromatography on silica gel (cyclohexane/ethyl acetate: 90/10). The title product (1.35 g) is obtained in the form of a colorless oil.

後処理

  1. temperatureThe reaction mixture is cooled to 0° C.
  2. customThe white precipitate formed
  3. filtrationis filtered under vacuum
  4. washthe solid washed with ether
  5. concentrationthe filtrate concentrated under reduced pressure
  6. customThe residue is purified by flash chromatography on silica gel (cyclohexane/ethyl acetate: 90/10)

出典と根拠

ORDレコード
ord-0e158c4ecc3644c4ae04879f47bfd1f0
出典データセット
uspto-grants-2007_06
特許番号
US07235568B2

反応ノート

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