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

HRID 126698노트

반응식

HRID 126698 반응식
[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][CH:9]([CH2:10][CH2:11][CH2:12][CH3:13])[CH2:8][C:7]#[C:6][CH:1]=[C:2]=[CH2:3]

참가 물질

5

반응물 3

HCID 25517Ammonium ChlorideHCID 11194330Octa-1,2-dien-4-oneHCID 178455849HCID 178455849, 화합물

생성물 1

HCID 867375364-Hydroxy-propadienyl-1-octyne

시약·촉매·용매 1

HCID 3283Diethyl Ether용매2회

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온도
25 °C

실험 절차

To a stirred solution of 125 mmol. of propargyl-magnesium 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. (8 mm.).

후처리

  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

출처 및 근거

ORD 기록
ord-f836fe0b1d05457abe0840d3e4f360c4
출처 데이터셋
uspto-grants-1981_03
특허 번호
US04254036

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