4-[4-[2-(Acetylamino)propyl]phenyl]-4-oxobutanoic acid → 4-[4-[2-(Acetylamino)propyl]phenyl]butanoic acid

HRID 1065205Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1065205
[C:1]([NH:4][CH:5]([CH3:20])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([C:13](=O)[CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[CH:9][CH:8]=1)(=[O:3])[CH3:2].[H][H]>C(O)(=O)C.[Pd]>[C:1]([NH:4][CH:5]([CH3:20])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][CH2:15][C:16]([OH:18])=[O:17])=[CH:9][CH:8]=1)(=[O:3])[CH3:2]

Komponenten

5

Edukt 2

HCID 128502534-[4-[2-(Acetylamino)propyl]phenyl]-4-oxobutanoic acidHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 128502544-[4-[2-(Acetylamino)propyl]phenyl]butanoic acidAusbeute 96,2 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Four and two-tenths g (0.015 moles) of 4-[4-[2-(Acetylamino)propyl]phenyl]-4-oxobutanoic acid was shaken under fifty lb/in2 of hydrogen pressure in 200 ml of acetic acid in the presence of one gram of 10% Pd/C in a Parr apparatus. Reduction was complete in approximately 1.25 hours. After removal of the catalyst by filtration, the solvent was distilled in the rotary evaporator leaving 3.8 g of a colorless syrup. An aliquot of the syrup was rubbed under acetonitrile whereupon it crystallized. Recrystallization from acetonitrile yielded white crystals of mp 114°-117°.

Aufarbeitung

  1. customAfter removal of the catalyst
  2. filtrationby filtration
  3. distillationthe solvent was distilled in the rotary evaporator

Quellen und Nachweise

ORD-Eintrag
ord-eb6ea4af7245498fab44bc3a980c5aa1
Quelldatensatz
uspto-grants-1982_05
Patentnummer
US04329281

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