Acetic Anhydride → 2-Acetoxy-2-(2-fluoro-4-biphenylyl)propionic acid

HRID 1449051Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1449051
[F:1][C:2]1[CH:7]=[C:6]([C:8]([OH:13])([CH3:12])[C:9]([OH:11])=[O:10])[CH:5]=[CH:4][C:3]=1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.[C:20](OC(=O)C)(=[O:22])[CH3:21]>O>[C:20]([O:13][C:8]([C:6]1[CH:5]=[CH:4][C:3]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)=[C:2]([F:1])[CH:7]=1)([CH3:12])[C:9]([OH:11])=[O:10])(=[O:22])[CH3:21]

Komponenten

4

Edukt 2

HCID 7918Acetic AnhydrideHCID 233109062-(2-Fluorobiphenyl-4-yl)-2-hydroxypropanoic acid

Produkt 1

HCID 205597762-Acetoxy-2-(2-fluoro-4-biphenylyl)propionic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

(+)-2-(2-Fluoro-4-biphenylyl)-2-hydroxypropionic acid (1 g.) from Example 42 was added to acetic anhydride (10 g.) and the mixture stirred overnight at room temperature. The mixture was added to water (40 ml.) and allowed to stand for two hours. The product was collected and recrystallised from a mixture of ether and light petroleum (b.p. 62°-68° C.) to give (-)-2-acetoxy-2-(2-fluoro-4-biphenylyl)propionic acid, m.p. 125°-127° C. and [α]D20 -33.0°.

Aufarbeitung

  1. waitto stand for two hours
  2. customThe product was collected
  3. customrecrystallised from a mixture of ether and light petroleum (b.p. 62°-68° C.)

Quellen und Nachweise

ORD-Eintrag
ord-a790a65ef6a14c048da6600c38a92f0b
Quelldatensatz
uspto-grants-1980_02
Patentnummer
US04188491

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