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1,1,1-Trifluoro-2-octyl p-nitrobenzoate → 1,1,1-Trifluoro-2-octyl p-aminobenzoate

HRID 1109431
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1109431
[F:1][C:2]([F:23])([F:22])[CH:3]([O:10][C:11](=[O:21])[C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][CH:13]=1)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]>C(O)C.[Pd]>[F:1][C:2]([F:22])([F:23])[CH:3]([O:10][C:11](=[O:21])[C:12]1[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][CH:13]=1)[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 1

HCID 152195301,1,1-Trifluoro-2-octyl p-nitrobenzoate

Produkt 1

HCID 152195311,1,1-Trifluoro-2-octyl p-aminobenzoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

The reaction liquid was poured into water, and extracted with methylene chloride. The methylene chloride layer was washed with a diluted hydrochloric acid and water in this order. The organic layer thus recovered was distilled under a reduced pressure to remove the solvent, and subjected to purification by a silica gel chromatography (n-hexane:ethyl acetate=10:2) to obtain 1.9 g of p-nitrobenzoic acid 1,1,1-trifluoro-2-octyl ester. The ester was dissolved in 30 ml of ethanol, to which 0.19 g of 5% Pd-C catalyst was added. After the solution was stirred overnight under hydrogen atmosphere, the Pd-C catalyst was separated by filtration, and the ethanol was distilled off under a reduced pressure to obtain 1.8 g of p-aminobenzoic acid 1,1,1-trifluoro-2-octyl ester which was the desired compound of the reaction 1).

Aufarbeitung

  1. additionwas added
  2. customthe Pd-C catalyst was separated by filtration
  3. distillationthe ethanol was distilled off under a reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-bcb78b293cda45cdbd2c89a5ecab4bae
Quelldatensatz
uspto-grants-1994_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05320776

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