Trifluoroacetic acid → N-((7-Phenyl-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycine

HRID 1868759

Reaktionsgleichung

Reaktionsgleichung von HRID 1868759
[C:1]1([C:7]2[CH:16]=[C:15]3[C:10]([C:11]([OH:31])=[C:12]([C:20]([NH:22][CH2:23][C:24]([O:26]C(C)(C)C)=[O:25])=[O:21])[C:13](=[O:19])[C:14]3([CH3:18])[CH3:17])=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(O)(C(F)(F)F)=O>>[C:1]1([C:7]2[CH:16]=[C:15]3[C:10]([C:11]([OH:31])=[C:12]([C:20]([NH:22][CH2:23][C:24]([OH:26])=[O:25])=[O:21])[C:13](=[O:19])[C:14]3([CH3:17])[CH3:18])=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

3

Edukt 2

HCID 6422Trifluoroacetic acidHCID 671000071,1-Dimethylethyl N-((7-phenyl-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycinate

Produkt 1

HCID 57983357N-((7-Phenyl-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycineAusbeute 95,6 %

Versuchsvorschrift

1,1-Dimethylethyl N-((7-phenyl-4-hydroxy-1,1-dimethyl-2-oxo-naphthalen-3-yl)carbonyl)glycinate (169 mg, 401 μmol) was stirred in TFA (1 mL, 13462 μmol) at room temperature for 20 minutes. The reaction mixture was partitioned between water and EtOAc. The organic layer was separated, dried (MgSO4), and concentrated in vacuo to give the desired product as a yellow solid (140 mg). MS (m/z)=366.2 (M+H)+. Calculated for C21H19NO5 365.13.

Aufarbeitung

  1. customThe reaction mixture was partitioned between water and EtOAc
  2. customThe organic layer was separated
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-8d514e8cf1bd4ffda0912c038ac41ca2
Quelldatensatz
uspto-grants-2009_12
Patentnummer
US07635715B2

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