Benzyl Alcohol → (3-Benzyloxy-5-trifluoromethyl-phenyl)-acetic acid

HRID 1810308Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1810308
F[C:2]1[CH:3]=[C:4]([CH2:12][C:13]([OH:15])=[O:14])[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[CH2:16]([OH:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.[H-].[Na+]>CN1C(=O)CCC1>[CH2:16]([O:23][C:2]1[CH:3]=[C:4]([CH2:12][C:13]([OH:15])=[O:14])[CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Komponenten

5

Edukt 3

HCID 244Benzyl AlcoholHCID 24758Sodium hydrideHCID 27591723-Fluoro-5-(trifluoromethyl)phenylacetic acid

Produkt 1

HCID 59644613(3-Benzyloxy-5-trifluoromethyl-phenyl)-acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 13387N-methyl-2-pyrrolidoneLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

To 3-fluoro-5-(trifluoromethyl)phenylacetic acid (2.0 g, 9.0 mmol) and benzyl alcohol (1.9 mL, 18.0 mmol) in NMP (10 mL) was added sodium hydride (60% in mineral oil; 0.8 g, 19.8 mmol), and the reaction was stirred at 120° C. for 3 hours. The mixture was acidified and extracted with EtOAc, and the crude material was purified by silica gel chromatography to give the title compound.

Aufarbeitung

  1. extractionextracted with EtOAc
  2. customthe crude material was purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-2f953c3c988b41f88870239a3573e9fa
Quelldatensatz
uspto-grants-2013_01
Patentnummer
US08362044B2

Notizen zur Reaktion

Wird geladen…