Hydrochloric Acid → 2,2-Diphenyl-2-(2-propynyl)acetaldehyde

HRID 1657272Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1657272
[C:1]1([C:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)([CH2:10][C:11]#[CH:12])[C:8]#N)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH2:25].Cl>O1CCCC1>[C:1]1([C:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)([CH2:10][C:11]#[CH:12])[CH:8]=[O:25])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 108234172,2-Diphenylpent-4-ynenitrileHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 107997012,2-Diphenyl-2-(2-propynyl)acetaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A mixture of 2,2-diphenyl-2-(2-propynyl)acetonitrile (1.38 g) and lithium aluminum hydride (0.21 g) in tetrahydrofuran (15 ml) was refluxed for 2 hours. The reaction mixture was poured into cold water, acidified with hydrochloric acid and extracted with diethyl ether. The extract was washed with brine, dried over magnesium sulfate and evaporated in vacuo. The residue was purified by column chromatography on silica gel with a mixture of n-hexane and benzene (1:1) as an eluent to give 2,2-diphenyl-2-(2-propynyl)acetaldehyde (0.46 g).

Aufarbeitung

  1. temperaturewas refluxed for 2 hours
  2. extractionextracted with diethyl ether
  3. washThe extract was washed with brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo
  6. customThe residue was purified by column chromatography on silica gel with a mixture of n-hexane and benzene (1:1) as an eluent

Quellen und Nachweise

ORD-Eintrag
ord-53da709d82214db89488facac587c2c3
Quelldatensatz
uspto-grants-1993_10
Patentnummer
US05256824

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