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

HRID 1413574ノート

反応式

HRID 1413574 の反応式
[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]

参加物

4

反応物 2

HCID 128512804-Oxo-1-iodo-trans-1-octeneHCID 178506788HCID 178506788、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-9dd63f5884b44e9280b8ede1ad804e75
出典データセット
uspto-grants-1981_02
特許番号
US04250325

反応ノート

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