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

HRID 127064ノート

反応式

HRID 127064 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. 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.

後処理

  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

出典と根拠

ORDレコード
ord-42248825dfe64d399623f3e25642eba7
出典データセット
uspto-grants-1981_03
特許番号
US04254285

反応ノート

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