Hydrochloric Acid → 3-{4-[1-(4'-Trifluoromethyl-biphenyl-4-ylmethyl)-propoxy]-benzoylamino}-propionic acid

HRID 1669293Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1669293
C[O:2][C:3](=[O:36])[CH2:4][CH2:5][NH:6][C:7](=[O:35])[C:8]1[CH:13]=[CH:12][C:11]([O:14][CH:15]([CH2:18][C:19]2[CH:24]=[CH:23][C:22]([C:25]3[CH:30]=[CH:29][C:28]([C:31]([F:34])([F:33])[F:32])=[CH:27][CH:26]=3)=[CH:21][CH:20]=2)[CH2:16][CH3:17])=[CH:10][CH:9]=1.[OH-].[Na+].Cl>CO>[F:32][C:31]([F:33])([F:34])[C:28]1[CH:27]=[CH:26][C:25]([C:22]2[CH:23]=[CH:24][C:19]([CH2:18][CH:15]([O:14][C:11]3[CH:10]=[CH:9][C:8]([C:7]([NH:6][CH2:5][CH2:4][C:3]([OH:36])=[O:2])=[O:35])=[CH:13][CH:12]=3)[CH2:16][CH3:17])=[CH:20][CH:21]=2)=[CH:30][CH:29]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 673430863-{4-[1-(4'-Trifluoromethyl-biphenyl-4-ylmethyl)-propoxy]-benzoylamino}-propionic acid methyl ester

Produkt 1

HCID 115187043-{4-[1-(4'-Trifluoromethyl-biphenyl-4-ylmethyl)-propoxy]-benzoylamino}-propionic acidAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of 3-{4-[1-(4′-trifluoromethyl-biphenyl-4-ylmethyl)-propoxy]-benzoylamino}-propionic acid methyl ester (0.012 g, 0.02 mmol) in methanol (1 mL) is added sodium hydroxide (5.0N, 0.02 mL, 0.12 mmol) and stirred for three hours. The mixture is acidified with 1.0 N HCl and extracted with ethyl acetate three times. Organic layers are dried over sodium sulfate, filtered and concentrated under reduced pressure provided 0.009 g (0.019 mmol, 77%) of title compound. MS (ESI) m/z 486.2 [M+H]+.

Aufarbeitung

  1. extractionextracted with ethyl acetate three times
  2. dry with materialOrganic layers are dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-241d61aacb494fcf869977dd6ca66f05
Quelldatensatz
uspto-grants-2011_08
Patentnummer
US07989457B2

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