N-[2-(4-Benzoyloxyphenyl)-1-methylethyl]-2-(2-benzofuranyl)-2-hydroxyethanamine → N-[2-(4-Hydroxyphenyl)-1-methylethyl]-2-(2-benzofuranyl)-2-hydroxyethanamine

HRID 1388741Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1388741
C([O:9][C:10]1[CH:15]=[CH:14][C:13]([CH2:16][CH:17]([NH:19][CH2:20][CH:21]([C:23]2[O:24][C:25]3[CH:31]=[CH:30][CH:29]=[CH:28][C:26]=3[CH:27]=2)[OH:22])[CH3:18])=[CH:12][CH:11]=1)(=O)C1C=CC=CC=1.[H][H]>C(OCC)(=O)C.[Pd]>[OH:9][C:10]1[CH:11]=[CH:12][C:13]([CH2:16][CH:17]([NH:19][CH2:20][CH:21]([C:23]2[O:24][C:25]3[CH:31]=[CH:30][CH:29]=[CH:28][C:26]=3[CH:27]=2)[OH:22])[CH3:18])=[CH:14][CH:15]=1

Komponenten

5

Edukt 2

HCID 20470050N-[2-(4-Benzoyloxyphenyl)-1-methylethyl]-2-(2-benzofuranyl)-2-hydroxyethanamineHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 12816512N-[2-(4-Hydroxyphenyl)-1-methylethyl]-2-(2-benzofuranyl)-2-hydroxyethanamine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

N-[2-(4-Benzoyloxyphenyl)-1-methylethyl]-2-(2-benzofuranyl)-2-hydroxyethanamine (2 g) in ethyl acetate (150 ml) was hydrogenated over 5% palladium on charcoal at atmospheric pressure. After uptake of hydrogen had ceased the mixture was filtered and the filtrate evaporated to dryness. Chromatography of the residual oil on Kieselgel 60 (5% methanol in dichloromethane) gave the title compound, m.p. 135°-8°, (EtOAc-ether), as a 94:6 mixture of diastereoisomers.

Aufarbeitung

  1. filtrationwas filtered
  2. customthe filtrate evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-ca4e6b2e91d245f797dad6261c1c3021
Quelldatensatz
uspto-grants-1984_02
Patentnummer
US04432993

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