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

HRID 1413574노트

반응식

HRID 1413574 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. Tbe reaction is quenched with a mixture of hexane and ice. The aqueous phase is separated and extracted with additional hexane. The combined hexane extracts is washed successively with water and brine. The solution is dried over magnesium sulfate and concentrated. The residue is chromatographed on a silica gel column and is eluted with tolulene to provide the product as an oil.

후처리

  1. additionAfter the addition
  2. customTbe reaction
  3. customis quenched with a mixture of hexane and ice
  4. customThe aqueous phase is separated
  5. extractionextracted with additional hexane
  6. washThe combined hexane extracts is washed successively with water and brine
  7. dry with materialThe solution is dried over magnesium sulfate
  8. concentrationconcentrated
  9. customThe residue is chromatographed on a silica gel column
  10. washis eluted with tolulene

출처 및 근거

ORD 기록
ord-9dd63f5884b44e9280b8ede1ad804e75
출처 데이터셋
uspto-grants-1981_02
특허 번호
US04250325

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