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

HRID 1607401ノート

反応式

HRID 1607401 の反応式
C[O:2][C:3](=O)[CH2:4][CH2:5][C:6]1([O:16][CH2:15][CH2:14][O:13]1)[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O>C(OCC)C>[CH2:15]1[CH2:14][O:13][C:6]([C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=2)([CH2:5][CH2:4][CH2:3][OH:2])[O:16]1

参加物

5

反応物 3

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

生成物 1

HCID 223445572-(3-Hydroxypropyl)-2-phenyl-1,3-dioxolane収率 86.8%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
0 °C

実験手順

To a solution of 1.7 g of the ester compound obtained in 20 ml of dry diethyl ether was added 0.7 g of lithium aluminum hydride under ice-cooling, the mixture was stirred for 1 hour at 0° C., and then heated under reflux for 17 hours. After cooling, the reaction mixture was treated successively with an aqueous diethyl ether solution and water, and the precipitate was filtered off. The filtrate was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel flash column chromatography (eluent: benzene/ethyl acetate=10/1 by volume) to obtain 1.3 g of 4,4-ethylenedioxy-4-phenylbutyl alcohol.

後処理

  1. temperaturecooling
  2. temperatureheated
  3. temperatureunder reflux for 17 hours
  4. temperatureAfter cooling
  5. filtrationthe precipitate was filtered off
  6. dry with materialThe filtrate was dried over anhydrous magnesium sulfate
  7. concentrationconcentrated under reduced pressure
  8. customThe residue was purified by silica gel flash column chromatography (eluent: benzene/ethyl acetate=10/1 by volume)

出典と根拠

ORDレコード
ord-5e1621196ae6435499e2def7da590537
出典データセット
uspto-grants-1989_09
特許番号
US04863904

反応ノート

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