Ammonium Chloride → 4-Hydroxy-4-propadienyl-1-octyne

HRID 224699

反応式

HRID 224699 の反応式
[CH2:1]([Mg]Br)[C:2]#[CH:3].[CH2:6]=[C:7]=[CH:8][C:9](=[O:14])[CH2:10][CH2:11][CH2:12][CH3:13].[Cl-].[NH4+]>CCOCC>[OH:14][C:9]([CH:1]=[C:2]=[CH2:3])([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:8][C:7]#[CH:6]

参加物

5

反応物 3

HCID 25517Ammonium ChlorideHCID 11194330Octa-1,2-dien-4-oneHCID 178455849HCID 178455849、化合物

生成物 1

HCID 130391884-Hydroxy-4-propadienyl-1-octyne

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒2 回

反応条件

温度
25 °C

実験手順

To a stirred solution of 125 mmol. of propargylmagnesium bromide in 85 ml. of ether at -20° C. is added a solution of 11.7 g. (95 mmol.) of 1,2-octadien-4-one in 30 ml. of ether during 30 minutes. After the addition, the solution is stirred at 25° C. overnight, cooled to 0° C., and treated dropwise with 18 ml. of saturated ammonium chloride solution. The mixture is filtered, and the filtrate is washed with brine, dried over magnesium sulfate, and concentrated. The product is distilled from anhydrous potassium carbonate to provide the title compound as a colorless liquid, b.p. 84°-87° C. (7 mm.).

後処理

  1. additionAfter the addition
  2. temperaturecooled to 0° C.
  3. additiontreated dropwise with 18 ml
  4. filtrationThe mixture is filtered
  5. washthe filtrate is washed with brine
  6. dry with materialdried over magnesium sulfate
  7. concentrationconcentrated
  8. distillationThe product is distilled from anhydrous potassium carbonate

出典と根拠

ORDレコード
ord-a70c74b31f73412d91200098e9091964
出典データセット
uspto-grants-1980_11
特許番号
US04233453

関連ノート

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