Water → (2E)-3-[4-(Propan-2-yl)phenyl]prop-2-en-1-ol

HRID 272344

反応式

HRID 272344 の反応式
[CH:1]([C:4]1[CH:9]=[CH:8][C:7](/[CH:10]=[CH:11]/[C:12](OCC)=[O:13])=[CH:6][CH:5]=1)([CH3:3])[CH3:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].O>O1CCCC1>[CH:1]([C:4]1[CH:5]=[CH:6][C:7](/[CH:10]=[CH:11]/[CH2:12][OH:13])=[CH:8][CH:9]=1)([CH3:3])[CH3:2]

参加物

5

反応物 3

HCID 962WaterHCID 643831732580-69-1HCID 21226445Aluminium lithium hydride

生成物 1

HCID 21961314(2E)-3-[4-(Propan-2-yl)phenyl]prop-2-en-1-ol収率 65%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a suspension of ethyl (E)-3-(4-isopropylphenyl)-2-propenoate (20.0 g, 91.6 mmol) in tetrahydrofuran (200 ml) was added in four portions at −40° C. for 30 minutes lithium aluminum hydride (2.61 g, 68.7 mmol) and the resulting mixture was stirred at the same temperature for 30 minutes. Water was added into the reaction solution and the product was extracted twice with ethyl acetate. The combined extracts were washed with water, dried on magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to column chromatography on silica gel (hexane-ethyl acetate 8:1) to obtain 10.5 g (65% yield) of the oily title compound.

後処理

  1. extractionthe product was extracted twice with ethyl acetate
  2. washThe combined extracts were washed with water
  3. customdried on magnesium sulfate
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-94ab4cf0f50d4ba18ccf5063ce57aab3
出典データセット
uspto-grants-2008_11
特許番号
US07456162B2

関連ノート

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