Methanol → (7-Fluoro-quinolin-6-yl)-acetic acid methyl ester

HRID 655246Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 655246
F[C:2]1[C:11]([CH2:12][C:13]([OH:15])=[O:14])=[C:10]([F:16])[CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][CH:6]=[N:7]2.OS(O)(=O)=O.[CH3:22]O>C(OCC)(=O)C>[CH3:22][O:15][C:13](=[O:14])[CH2:12][C:11]1[CH:2]=[C:3]2[C:8](=[CH:9][C:10]=1[F:16])[N:7]=[CH:6][CH:5]=[CH:4]2

Komponenten

5

Edukt 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 577423352-(5,7-Difluoroquinolin-6-yl)acetic acid

Produkt 1

HCID 59320292(7-Fluoro-quinolin-6-yl)-acetic acid methyl esterAusbeute 89,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of (5,7-difluoro-quinolin-6-yl)-acetic acid (18.6 g, 83.4 mmol) in methanol (200 mL) was added conc. H2SO4 (4.7 mL, 87.0 mmol). The reaction mixture was concentrated to give a brown residue, which was diluted with 200 ml of ethyl acetate, washed with sat. aq. NaHCO3 and brine, then the organic layer was dried over anhydrous Na2SO4, and concentrated to give (7-fluoro-quinolin-6-yl)-acetic acid methyl ester as yellow solid (17.7 g, yield: 89.8%).

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. customto give a brown residue, which
  3. washwashed with sat. aq. NaHCO3 and brine
  4. dry with materialthe organic layer was dried over anhydrous Na2SO4
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-5e75f868a01f4c48831bb8fedb09ace0
Quelldatensatz
uspto-grants-2011_12
Patentnummer
US08071581B2

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