Hydrochloric Acid → 4,4,4-Trifluoro-3-methyl-2-{4-[(1-oxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}butanoic acid

HRID 877239Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 877239
[F:1][C:2]([F:29])([F:28])[CH:3]([CH3:27])[CH:4]([C:10]1[CH:15]=[CH:14][C:13]([CH2:16][N:17]2[CH2:25][C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:18]2=[O:26])=[CH:12][CH:11]=1)[C:5]([O:7]CC)=[O:6].CO.[OH-].[Li+].Cl>C1COCC1.O>[F:29][C:2]([F:1])([F:28])[CH:3]([CH3:27])[CH:4]([C:10]1[CH:15]=[CH:14][C:13]([CH2:16][N:17]2[CH2:25][C:24]3[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=3)[C:18]2=[O:26])=[CH:12][CH:11]=1)[C:5]([OH:7])=[O:6]

Komponenten

7

Edukt 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 3939Lithium HydroxideHCID 58136395ethyl 4,4,4-trifluoro-3-methyl-2-{4-[(1-oxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}butanoate

Produkt 1

HCID 581366264,4,4-Trifluoro-3-methyl-2-{4-[(1-oxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}butanoic acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittel2×HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Under argon, 270 mg (0.66 mmol) of ethyl 4,4,4-trifluoro-3-methyl-2-{4-[(1-oxo-1,3-dihydro-2H-isoindol-2-yl)methyl]phenyl}butanoate were dissolved in 1 ml each of THF, methanol and water, and 69.9 mg (1.66 mmol) of lithium hydroxide were added. The mixture was stirred at RT overnight. The reaction mixture was diluted with water and acidified with 1 N hydrochloric acid, and the resulting precipitate was filtered off with suction. The solid was washed with water until the washings remained neutral. This gave 222 mg (88.3% of theory) of the target compound.

Aufarbeitung

  1. filtrationthe resulting precipitate was filtered off with suction
  2. washThe solid was washed with water until the washings

Quellen und Nachweise

ORD-Eintrag
ord-7509ab0e2426400c9ef107b4a15f6fed
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08987256B2

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