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

HRID 1607401

반응식

HRID 1607401 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

반응 조건

온도
0 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-5e1621196ae6435499e2def7da590537
출처 데이터셋
uspto-grants-1989_09
특허 번호
US04863904

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