Ethanol → HCID 10442276, Verbindung

HRID 2079658Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2079658
[CH2:1](O)C.[CH3:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([C:12](=[O:14])[CH3:13])=[C:8]([N+:15]([O-])=O)[CH:7]=1>[Fe].C(O)(=O)C>[CH3:1][CH2:13][C:12]([C:9]1[CH:10]=[CH:11][C:6]([O:5][CH3:4])=[CH:7][C:8]=1[NH2:15])=[O:14]

Komponenten

5

Edukt 2

HCID 702EthanolHCID 126437971-(4-Methoxy-2-nitrophenyl)ethan-1-one

Produkt 1

HCID 10442276HCID 10442276, VerbindungAusbeute 85 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To a 1:1 mixture of ethanol and acetic acid was added 1-(4-methoxy-2-nitrophenyl)ethanone (1 eq) and Fe dust (3 eq) was added in portions. The reduction was complete in 1 h. The reaction mixture was filtered and then concentrated and partitioned between ethyl acetate and water. The organic layer was washed with saturated sodium bicarbonate and dried and concentrated to give methyl 1-(4-methoxy-2-aminophenyl)ethanone in 85% yield. ES/MS m/z 196 (MH+).

Aufarbeitung

  1. additionwas added in portions
  2. filtrationThe reaction mixture was filtered
  3. concentrationconcentrated
  4. custompartitioned between ethyl acetate and water
  5. washThe organic layer was washed with saturated sodium bicarbonate
  6. customdried
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-6ee08297004a4054bb0a19e2647d02b2
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07932262B2

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