(E)-3-(3-Fluoro-4-nitro-phenyl)-acrylic acid tert-butyl ester → Tert-butyl 3-(4-amino-3-fluorophenyl)propanoate

HRID 1678689Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1678689
[C:1]([O:5][C:6](=[O:19])/[CH:7]=[CH:8]/[C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[C:11]([F:18])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2]>C(OCC)(=O)C.[Pd]>[C:1]([O:5][C:6](=[O:19])[CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([NH2:15])=[C:11]([F:18])[CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Komponenten

4

Edukt 1

HCID 66905416(E)-3-(3-Fluoro-4-nitro-phenyl)-acrylic acid tert-butyl ester

Produkt 1

HCID 66905628Tert-butyl 3-(4-amino-3-fluorophenyl)propanoateAusbeute 99,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of (E)-3-(3-fluoro-4-nitro-phenyl)-acrylic acid tert-butyl ester (804 mg, 3.01 mmol) in ethyl acetate (10 ml) was hydrogenated on 10% palladium on charcoal for 30 min at 1.5 bar. The suspension was filtered, the filter cake washed with ethyl acetate and the filtrate evaporated and dried under high vacuum to give the product as light brown solid (713 mg, 3 mmol; 99%). This material was pure enough for the next step. MS: m/e=240.0 [M+H+].

Aufarbeitung

  1. filtrationThe suspension was filtered
  2. washthe filter cake washed with ethyl acetate
  3. customthe filtrate evaporated
  4. customdried under high vacuum

Quellen und Nachweise

ORD-Eintrag
ord-c8269afe9235414fba1b306c988bdd23
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US08008505B2

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