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Triethylamine → 2,2-Dimethyl-1-(2-hydroxyethyl)-7-methoxy-3-(N-methyl-p-toluenesulphonamido)-1,2,3,4-tetrahydronaphthalene

HRID 65578
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 65578
[CH3:1][C:2]1([CH3:29])[CH:11]([N:12]([CH3:23])[S:13]([C:16]2[CH:21]=[CH:20][C:19]([CH3:22])=[CH:18][CH:17]=2)(=[O:15])=[O:14])[CH2:10][C:9]2[C:4](=[CH:5][C:6]([O:24][CH3:25])=[CH:7][CH:8]=2)[C:3]1=[CH:26][CH2:27][OH:28].C(N(CC)CC)C.[H][H]>CO.[Pd]>[CH3:1][C:2]1([CH3:29])[CH:11]([N:12]([CH3:23])[S:13]([C:16]2[CH:17]=[CH:18][C:19]([CH3:22])=[CH:20][CH:21]=2)(=[O:15])=[O:14])[CH2:10][C:9]2[C:4](=[CH:5][C:6]([O:24][CH3:25])=[CH:7][CH:8]=2)[CH:3]1[CH2:26][CH2:27][OH:28]
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Komponenten

6

Edukt 3

HCID 8471TriethylamineHCID 54324160HCID 54324160, VerbindungHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 539916072,2-Dimethyl-1-(2-hydroxyethyl)-7-methoxy-3-(N-methyl-p-toluenesulphonamido)-1,2,3,4-tetrahydronaphthalene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysator
HCID 887
Methanol
Lösungsmittel

Versuchsvorschrift

2,2-Dimethyl-1-(2-hydroxyethylidene)-7-methoxy-3-(N-methyl-p-toluenesulphonamido)-1,2,3,4-tetrahydronaphthalene (15.5 g), dissolved in 250 ml of methanol, containing 2.2 ml of triethylamine, is submitted to catalytic hydrogenation, at atmosphere pressure and room temperature, the catalyst being 2.3 g 5% palladium on charcoal, The calculated amount of hydrogen is taken up within 1 hour. The catalyst is removed by filtration and the solvent by evaporation in vacuo. The residue is dissolved in chloroform and the solution is freed from basic material by means of washing with dilute hydrochloric acid and water, respectively. The dried solution is then concentrated in vacuo leaving a mixture containing two stereoisomers of the desired product. This mixture is suitable for further elaboration as described in example 13.

Aufarbeitung

  1. customis submitted to catalytic hydrogenation, at atmosphere pressure and room temperature
  2. customThe catalyst is removed by filtration
  3. customthe solvent by evaporation in vacuo
  4. dissolutionThe residue is dissolved in chloroform
  5. washof washing with dilute hydrochloric acid and water
  6. concentrationThe dried solution is then concentrated in vacuo
  7. customleaving a mixture

Quellen und Nachweise

ORD-Eintrag
ord-4b5c8432aa504bd78108d2880d9c6886
Quelldatensatz
uspto-grants-1978_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04128548

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