4-Oxo-1-iodo-trans-1-octene → 4-Hydroxy-4-(1-propynyl)-1-iodo-trans-1-octene

HRID 848862노트

반응식

HRID 848862 반응식
[C:1]([Li])#[C:2][CH3:3].[O:5]=[C:6]([CH2:11][CH2:12][CH2:13][CH3:14])[CH2:7]/[CH:8]=[CH:9]/[I:10]>O1CCCC1>[OH:5][C:6]([C:1]#[C:2][CH3:3])([CH2:11][CH2:12][CH2:13][CH3:14])[CH2:7]/[CH:8]=[CH:9]/[I:10]

참가 물질

4

반응물 2

HCID 128512804-Oxo-1-iodo-trans-1-octeneHCID 178506788HCID 178506788, 화합물

생성물 1

HCID 205650814-Hydroxy-4-(1-propynyl)-1-iodo-trans-1-octene

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of propynyllithium at -25° is added a solution of 4-oxo-1-iodo-trans-1-octene in tetrahydrofuran After the addition, the solution is stirred at -20° to -15° C. for 30 minutes. The reaction is quenched with a mixture of hexane and ice. The aqueous phase is separated and extracted with additional hexane. The combined hexane extracts are washed successively with water and brine. The solution is dried over magnesium sulfate and concentrated. The residue is subjected to column chromatography on silica gel with toluene to provide the product as an oil.

후처리

  1. additionAfter the addition
  2. customThe reaction is quenched with a mixture of hexane and ice
  3. customThe aqueous phase is separated
  4. extractionextracted with additional hexane
  5. washThe combined hexane extracts are washed successively with water and brine
  6. dry with materialThe solution is dried over magnesium sulfate
  7. concentrationconcentrated

출처 및 근거

ORD 기록
ord-3b384f4becc54c9281581a92da9cd5ff
출처 데이터셋
uspto-grants-1981_10
특허 번호
US04297516

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