Hydrochloric Acid → HCID 86733583, Verbindung

HRID 1658564

Reaktionsgleichung

Reaktionsgleichung von HRID 1658564
[Mg].[CH:2]1([CH2:8][C:9]([CH3:11])=[O:10])[CH2:7][CH2:6][CH2:5][CH2:4][CH2:3]1.[CH2:12](Br)[C:13]#C.Cl.[CH3:17]COCC>C1C=CC=CC=1>[CH2:5]1[CH2:6][CH2:7][CH:2]([CH2:8][C:9]([CH3:17])([OH:10])[CH2:11][C:12]#[CH:13])[CH2:3][CH2:4]1

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 3283Diethyl Ether2×HCID 7842Propargyl bromideHCID 66899CyclohexylacetoneHCID 5462224Magnesium

Produkt 1

HCID 86733583HCID 86733583, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

To a mixture of 43.5 parts of magnesium in 125 parts by volume of ether is added a portion of a solution containing 84 parts of methyl cyclohexylmethyl ketone and 71.4 parts of propargyl bromide in a solution consisting of 60 parts by volume of benzene and 180 parts by volume of ether. After the addition of 0.05 part of mercuric chloride to initiate the reaction, the remainder of the reactants is added dropwise. The reaction mixture is heated at the reflux temperature for about 15 minutes, allowed to cool to room temperature, then poured carefully into cold dilute hydrochloric acid. The aqueous phase is separated, extracted with ether and the combined ether extracts are washed successively with water, saturated aqueous sodium bicarbonate and saturated aqueous sodium chloride, dried over anhydrous sodium sulfate and evaporated to dryness. Vacuum distillation of the residue affords 4(RS)-4-cyclohexylmethyl-4-methyl-1-butyn-4-ol.

Aufarbeitung

  1. additionis added a portion of a solution
  2. customthe reaction
  3. additionthe remainder of the reactants is added dropwise
  4. temperatureThe reaction mixture is heated at the reflux temperature for about 15 minutes
  5. customThe aqueous phase is separated
  6. extractionextracted with ether
  7. washthe combined ether extracts are washed successively with water, saturated aqueous sodium bicarbonate and saturated aqueous sodium chloride
  8. dry with materialdried over anhydrous sodium sulfate
  9. customevaporated to dryness
  10. distillationVacuum distillation of the residue

Quellen und Nachweise

ORD-Eintrag
ord-289d1267325c42078a440b16d6e98d73
Quelldatensatz
uspto-grants-1976_06
Patentnummer
US03965143

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