Hydrochloric Acid → HCID 67153767, Verbindung

HRID 547862Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 547862
[F:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([C:9]2[CH:14]=[CH:13][C:12]([O:15][CH2:16][C:17]3[CH:22]=[CH:21][CH:20]=[C:19]([N+:23]([O-])=O)[CH:18]=3)=[CH:11][CH:10]=2)=[C:4]([O:26][CH3:27])[CH:3]=1.[ClH:28]>CCOC(C)=O.CCO.[Pd]>[ClH:28].[F:1][C:2]1[C:7]([F:8])=[CH:6][C:5]([C:9]2[CH:10]=[CH:11][C:12]([O:15][CH2:16][C:17]3[CH:18]=[C:19]([NH2:23])[CH:20]=[CH:21][CH:22]=3)=[CH:13][CH:14]=2)=[C:4]([O:26][CH3:27])[CH:3]=1

Komponenten

6

Edukt 2

HCID 313Hydrochloric AcidHCID 582877964,5-Difluoro-2-methoxy-4'-(3-nitro-benzyloxy)-biphenyl

Produkt 1

HCID 67153767HCID 67153767, VerbindungAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A solution of 4,5-difluoro-2-methoxy-4′-(3-nitro-benzyloxy)-biphenyl (300 mg, 0.808 mmol) and 10% Pd/C (45 mg) in EtOAc (2 mL), EtOH (13 mL) and 6N HCl (150 uL) was hydrogenated at 50 psi for 1.5 hrs. The reaction mixture was filtered through Celite and evaporated to dryness to give 289 mg (95%) of 3-(4′,5′-difluoro-2′-methoxy-biphenyl-4-yloxymethyl)-phenylamine hydrochloride. LC-MS (ES) calculated for C20H17F2NO2, 341.36; found m/z 342 [M+H]+.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through Celite
  2. customevaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-254db79895374d97a2cbb2c074e740d9
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07939569B1

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