Methanol → 2-(2-Fluorophenyl)cyclopropane-1-carboxylic acid

HRID 1827228Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1827228
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[CH2:10][CH:9]1[C:11]([O:13]C)=[O:12].[OH-].[Na+].O.CO>O1CCCC1>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[CH2:10][CH:9]1[C:11]([OH:13])=[O:12]

Komponenten

6

Edukt 4

HCID 887MethanolHCID 962WaterHCID 14798Sodium HydroxideHCID 22135583Methyl 2-(2-fluorophenyl)cyclopropanecarboxylate

Produkt 1

HCID 218646742-(2-Fluorophenyl)cyclopropane-1-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a stirred solution of methyl 2-(2-fluorophenyl)cyclopropanecarboxylate (4.8 g, 24.72 mmol) in tetrahydrofuran (25 mL), was added 10 M sodium hydroxide solution (approximately 2 mL), a small amount of water, and sufficient methanol to achieve a homogeneous reaction mixture. The reaction mixture was then allowed to stir at rt for approximately 2 h. After concentrating the reaction mixture, 1N HCl was added until the mixture was acidic. The organic layer was extracted twice with ethyl acetate, then washed with brine, dried over anhydrous Na2SO4, and concentrated to afford the title compound. M.S. (M+1): 181.

Aufarbeitung

  1. concentrationAfter concentrating the reaction mixture, 1N HCl
  2. additionwas added until the mixture
  3. extractionThe organic layer was extracted twice with ethyl acetate
  4. washwashed with brine
  5. dry with materialdried over anhydrous Na2SO4
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-4904c87486ab40c4ae59e94cffc0acaa
Quelldatensatz
uspto-grants-2006_05
Patentnummer
US07053089B2

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