Sodium Hydroxide → 4-((((Tert-butoxy)carbonyl)amino)methyl)-3-fluorobenzoic acid

HRID 220772Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 220772
C[O:2][C:3](=[O:20])[C:4]1[CH:9]=[CH:8][C:7]([CH2:10][NH:11][C:12]([O:14][C:15]([CH3:18])([CH3:17])[CH3:16])=[O:13])=[C:6]([F:19])[CH:5]=1.[OH-].[Na+]>O1CCOCC1.CCOC(C)=O>[C:15]([O:14][C:12]([NH:11][CH2:10][C:7]1[CH:8]=[CH:9][C:4]([C:3]([OH:20])=[O:2])=[CH:5][C:6]=1[F:19])=[O:13])([CH3:18])([CH3:16])[CH3:17]

Komponenten

5

Edukt 2

HCID 14798Sodium HydroxideHCID 597677014-(tert-Butoxycarbonylamino-methyl)-3-fluorobenzoic Acid Methyl Ester

Produkt 1

HCID 230231654-((((Tert-butoxy)carbonyl)amino)methyl)-3-fluorobenzoic acidAusbeute 100,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8857Ethyl AcetateLösungsmittelHCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

To a solution of 4-(tert-butoxycarbonylamino-methyl)-3-fluorobenzoic acid methyl ester from Example E3.5 (640 mg, 2.25 mmol) in dioxan (40 ml) was added 1N NaOH (4.5 ml, 4.5 mmol). The mixture was stirred for 18 h, diluted with EtOAc, washed with 1N KHSO4, water and brine and concentrated in vacuo to give a white solid identified as the title compound (608 mg, 100%).

Aufarbeitung

  1. washwashed with 1N KHSO4, water and brine
  2. concentrationconcentrated in vacuo
  3. customto give a white solid

Quellen und Nachweise

ORD-Eintrag
ord-55e658be137d45bfb84319c930d0d0ac
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08202858B2

Notizen zur Reaktion

Wird geladen…