HCID 67099310, Verbindung → N-((6-bromo-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycine

HRID 2078129Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2078129
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([CH3:13])([CH3:12])[C:7](=[O:14])[C:6]([C:15]([NH:17][CH2:18][C:19]([O:21]C(C)(C)C)=[O:20])=[O:16])=[C:5]2[OH:26]>C(O)(C(F)(F)F)=O>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8]([CH3:13])([CH3:12])[C:7](=[O:14])[C:6]([C:15]([NH:17][CH2:18][C:19]([OH:21])=[O:20])=[O:16])=[C:5]2[OH:26]

Komponenten

3

Edukt 1

HCID 67099310HCID 67099310, Verbindung

Produkt 1

HCID 57983339N-((6-bromo-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycineAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6422Trifluoroacetic acidLösungsmittel

Versuchsvorschrift

A solution of 1,1-dimethylethyl N-((6-bromo-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycinate (145 mg, 342 μmol) in TFA (2 mL) was stirred at 23° C. After 30 minutes, the reaction was concentrated in vacuo, and diluted with water (25 mL). A white solid precipitated which was collected by filtration, washed with diethyl ether (5 mL), and dried under vacuum, affording 63 mg of N-((6-bromo-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycine. MS m/e=366.0 (M−H)−. Calculated for C15H14BrNO5 367.01.

Aufarbeitung

  1. concentrationthe reaction was concentrated in vacuo
  2. additiondiluted with water (25 mL)
  3. customA white solid precipitated which
  4. filtrationwas collected by filtration
  5. washwashed with diethyl ether (5 mL)
  6. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-87df5c60f7bd4f1ca839b72c30071631
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07928139B2

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