Lithium Hydroxide → 2-(4-Bromophenyl)cyclopropanecarboxylic acid

HRID 1392694

Reaktionsgleichung

Reaktionsgleichung von HRID 1392694
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C@@H:8]2[CH2:10][C@H:9]2[C:11]([O:13]CC)=[O:12])=[CH:4][CH:3]=1.[Li+].[OH-]>C1COCC1.CO>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[CH2:10][CH:9]2[C:11]([OH:13])=[O:12])=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 3939Lithium HydroxideHCID 66578655ethyl (1R,2R)-2-(4-bromophenyl)cyclopropanecarboxylate

Produkt 1

HCID 3015412-(4-Bromophenyl)cyclopropanecarboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21899815MeOH tetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a solution of ester from step 1 in THF-MeOH (4:1, 0.5M) was added LiOH (3 eq, 2M) and the mixture was stirred at 50° C. for 1 h. The organic solvent evaporated, aqueous was acidified with HCl 1N and the acid extracted with EtOAc (3×). The organic was washed with brine, dried and solvent evaporated to afford 2-(4-bromophenyl)cyclopropanecarboxylic acid.

Aufarbeitung

  1. customThe organic solvent evaporated
  2. extractionthe acid extracted with EtOAc (3×)
  3. washThe organic was washed with brine
  4. customdried
  5. customsolvent evaporated

Quellen und Nachweise

ORD-Eintrag
ord-8bac66ea71dd4c13863b8312e03e3ee3
Quelldatensatz
uspto-grants-2008_03
Patentnummer
US07342024B2

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