Water → 2-(3-Hydroxypropyl)-2-phenyl-1,3-dioxolane

HRID 1070078ノート

反応式

HRID 1070078 の反応式
C[O:2][C:3]([CH2:5][CH2:6][C:7]1([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[O:11][CH2:10][CH2:9][O:8]1)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.C(OCC)(=O)C.CCCCCC>C(OCC)C>[OH:2][CH2:3][CH2:5][CH2:6][C:7]1([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[O:8][CH2:9][CH2:10][O:11]1

参加物

6

反応物 4

HCID 962WaterHCID 100371022-[2-(Methoxycarbonyl)ethyl]-2-phenyl-1,3-dioxolaneHCID 21226206Ethyl acetate hexaneHCID 21226445Aluminium lithium hydride

生成物 1

HCID 223445572-(3-Hydroxypropyl)-2-phenyl-1,3-dioxolane収率 87%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

実験手順

A solution of 2-[2-(methoxycarbonyl)ethyl]-2-phenyl-1,3-dioxolane (5.00 g) in diethyl ether (15 ml) was added dropwise to a mixture of lithium aluminium hydride (949 mg) and diethyl ether (30 ml) at 0° C. After stirring for 30 minutes, water was added to the reaction mixture carefully and the precipitates were removed by filtration. The filtrate was extracted with ethyl acetate. The ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride, dried (MgSO4) and concentrated. The residue was subjected to silica gel chromatography to obtain 2-(3-hydroxypropyl)-2-phenyl-1,3-dioxolane (3.81 g, yield 87%) as a colorless oil from an ethyl acetate-hexane (2:3, v/v)-eluted fraction.

後処理

  1. customthe precipitates were removed by filtration
  2. extractionThe filtrate was extracted with ethyl acetate
  3. washThe ethyl acetate layer was washed with an aqueous saturated solution of sodium chloride
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

出典と根拠

ORDレコード
ord-883c6a6022c243278f7b4e978027e54c
出典データセット
uspto-grants-2001_06
特許番号
US06251926B1

反応ノート

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