Water → [2-(3-Fluoro-4-methoxy-phenyl)-cyclopropyl]-methanol

HRID 62897

Reaktionsgleichung

Reaktionsgleichung von HRID 62897
C([O:3][C:4]([CH:6]1[CH2:8][CH:7]1[C:9]1[CH:14]=[CH:13][C:12]([O:15][CH3:16])=[C:11]([F:17])[CH:10]=1)=O)C.[Li+].[BH4-].O>C1COCC1>[F:17][C:11]1[CH:10]=[C:9]([CH:7]2[CH2:8][CH:6]2[CH2:4][OH:3])[CH:14]=[CH:13][C:12]=1[O:15][CH3:16]

Komponenten

5

Edukt 3

HCID 962WaterHCID 4148881Lithium borohydrideHCID 58566289Ethyl 2-(3-fluoro-4-methoxyphenyl)cyclopropanecarboxylate

Produkt 1

HCID 22347600[2-(3-Fluoro-4-methoxy-phenyl)-cyclopropyl]-methanolAusbeute 88,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

After 2-(3-fluoro-4-methoxy-phenyl)-cyclopropane carboxylic acid-ethyl ester (0.71 g, 2.98 mmol) was dissolved in anhydrous THF (10 mL), LiBH4-2.0M THF solution (3 mL, 5.96 mmol) was added thereto, and the mixture was stirred at 50° C. for 2 hours. After the termination of the reaction, the reactant was cooled to room temperature, added with water, and then extracted with EtOAc. The organic layer was separated, dried with MgSO4, and then concentrated under reduced pressure to obtain the title compound (0.519 g, 88%).

Aufarbeitung

  1. customAfter the termination of the reaction
  2. temperaturethe reactant was cooled to room temperature
  3. extractionextracted with EtOAc
  4. customThe organic layer was separated
  5. dry with materialdried with MgSO4
  6. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-991dbf733fd44ddbb49ee99f0828f5f2
Quelldatensatz
uspto-grants-2016_09
Patentnummer
US09447044B2

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