Ammonium Chloride → HCID 68466596, Verbindung

HRID 1927711Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1927711
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:11]=[C:12]([CH2:26][C:27]([O:29][CH3:30])=[O:28])[CH:13]=[CH:14][C:15]=1[O:16][C:17]1[CH:22]=[CH:21][C:20]([N+:23]([O-])=O)=[CH:19][CH:18]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl-].[NH4+]>C1COCC1.C(OCC)(=O)C.C(=O)(O)[O-].[Na+].[Zn]>[NH2:23][C:20]1[CH:19]=[CH:18][C:17]([O:16][C:15]2[CH:14]=[CH:13][C:12]([CH2:26][C:27]([O:29][CH3:30])=[O:28])=[CH:11][C:10]=2[CH2:9][NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])=[CH:22][CH:21]=1

Komponenten

7

Edukt 2

HCID 25517Ammonium ChlorideHCID 68464706HCID 68464706, Verbindung

Produkt 1

HCID 68466596HCID 68466596, VerbindungAusbeute 100,2 %

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 23994ZincKatalysatorHCID 8028TetrahydrofuranLösungsmittelHCID 8857Ethyl AcetateLösungsmittelHCID 516892Sodium BicarbonateLösungsmittel

Versuchsvorschrift

Methyl 2-(3-((tert-butoxycarbonyl)aminomethyl)-4-(4-nitrophenoxy)phenyl)acetate (242 mg, 0.581 mmol) was diluted with THF (3 mL) followed by the addition of Zn dust (38.0 mg, 0.581 mmol). About 2 mL of saturated ammonium chloride was added dropwise. After stirring the reaction for 10 minutes, the reaction mixture was diluted with ethyl acetate and saturated sodium bicarbonate. The layers were separated and the organic layer was dried over MgSO4, filtered and concentrated to yield 225 mg of methyl 2-(4-(4-aminophenoxy)-3-((tert-butoxycarbonyl)aminomethyl)phenyl)acetate.

Aufarbeitung

  1. customthe reaction for 10 minutes
  2. customThe layers were separated
  3. dry with materialthe organic layer was dried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-8310c631adae4ea38a20b0f613116da2
Quelldatensatz
uspto-grants-2012_05
Patentnummer
US08183289B2

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