N-(4-Benzyloxy-2-fluorophenyl)-N'-(4-fluorophenyl)-N-methylurea → N-(2-fluoro-4-hydroxyphenyl)-N'-(4-fluorophenyl)-N-methylurea

HRID 388024Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 388024
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([N:15]([CH3:26])[C:16]([NH:18][C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)=[O:17])=[C:11]([F:27])[CH:10]=1)C1C=CC=CC=1>CO.[C].[Pd]>[F:27][C:11]1[CH:10]=[C:9]([OH:8])[CH:14]=[CH:13][C:12]=1[N:15]([CH3:26])[C:16]([NH:18][C:19]1[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=1)=[O:17]

Komponenten

4

Edukt 1

HCID 22936494N-(4-Benzyloxy-2-fluorophenyl)-N'-(4-fluorophenyl)-N-methylurea

Produkt 1

HCID 22936763N-(2-fluoro-4-hydroxyphenyl)-N'-(4-fluorophenyl)-N-methylureaAusbeute 71,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

After dissolving N-(4-benzyloxy-2-fluorophenyl)-N′-(4-fluorophenyl)-N-methylurea (105 mg, 0.2881 mmol) in methanol (10 ml), 10% palladium carbon (20 mg) was added and the mixture was stirred for 45 minutes at room temperature under a hydrogen atmosphere. The catalyst was filtered off, the filtrate was washed with ethanol, and the solvent of the filtrate was distilled off under reduced pressure. The precipitated crystals were suspended in diethyl ether, and then filtered out, washed with diethyl ether and dried by aspiration to obtain the title compound (57 mg, 0.2048 mmol, 71.10%) as colorless crystals.

Aufarbeitung

  1. additionwas added
  2. filtrationThe catalyst was filtered off
  3. washthe filtrate was washed with ethanol
  4. distillationthe solvent of the filtrate was distilled off under reduced pressure
  5. filtrationfiltered out
  6. washwashed with diethyl ether
  7. customdried by aspiration

Quellen und Nachweise

ORD-Eintrag
ord-fb4dab26f1b14bb68789d75784345686
Quelldatensatz
uspto-grants-2013_02
Patentnummer
US08372981B2

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