1-(4-Fluorophenyl)-1-phenylpropan-2-one → 3-Dimethylamino-1,1-diphenyl-propan-2-ol

HRID 1763972Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1763972
[CH3:1][N:2]([CH3:19])[CH2:3][CH:4]([OH:18])[CH:5]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.Cl.[CH2:21]([N:23]([CH2:30][CH3:31])[CH2:24][CH2:25][CH2:26][C:27]([OH:29])=[O:28])[CH3:22].FC1C=CC(C(C2C=CC=CC=2)C(=O)C)=CC=1>ClCCl>[CH2:30]([N:23]([CH2:21][CH3:22])[CH2:24][CH2:25][CH2:26][C:27]([O-:29])=[O:28])[CH3:31].[CH3:19][N:2]([CH3:1])[CH2:3][CH:4]([OH:18])[CH:5]([C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1)[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Komponenten

6

Edukt 3

HCID 125490341-(4-Fluorophenyl)-1-phenylpropan-2-oneHCID 125491223-Dimethylamino-1,1-diphenyl-propan-2-olHCID 137955394-(Diethylamino)butanoic acid hydrochloride

Produkt 2

HCID 125491223-Dimethylamino-1,1-diphenyl-propan-2-olHCID 203090674-Diethylaminobutyrate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 3-dimethylamino-1,1-diphenyl-propan-2-ol (2 55g), 4-diethylaminobutyric acid hydrochloride (1 95g) and dicyclohexylcarbodiimide (2 1g) in dichloromethane (50 ml) was stirred at room temperature for 5 days. Dicyclohexylurea was filtered off and the filtrate concentrated. The residue was dissolved in dilute hydrochloric acid and ether. The acid extract was basified; isolation through ether in the normal manner gave an oil which was chromatographed as alumina (200g.). Elution with progressively graded mixtures of light petroleum and ether gave the 4-diethylaminobutyrate of 3-dimethylamino-1,1-diphenyl-propan-2-ol isolated as the dihydrochloride (41%) as a glass.

Aufarbeitung

  1. filtrationDicyclohexylurea was filtered off
  2. concentrationthe filtrate concentrated
  3. dissolutionThe residue was dissolved in dilute hydrochloric acid
  4. extractionThe acid extract
  5. customisolation through ether in the normal manner gave an oil which
  6. customwas chromatographed as alumina (200g.)
  7. washElution with progressively graded mixtures of light petroleum and ether

Quellen und Nachweise

ORD-Eintrag
ord-750d3a412c354f209a42036b3ed1c9f7
Quelldatensatz
uspto-grants-1978_09
Patentnummer
US04113972

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