4-Chloro-3-Fluorobenzaldehyde → 1-(4-Chloro-3-fluorophenyl)ethan-1-ol

HRID 1744876

Reaktionsgleichung

Reaktionsgleichung von HRID 1744876
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][C:3]=1[F:10].[CH3:11]COCC.C[Mg+].[Br-]>C1COCC1>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH:6]([OH:7])[CH3:11])=[CH:4][C:3]=1[F:10]

Komponenten

4

Edukt 2

HCID 27249854-Chloro-3-FluorobenzaldehydeHCID 178467672HCID 178467672, Verbindung

Produkt 1

HCID 219347441-(4-Chloro-3-fluorophenyl)ethan-1-ol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
-50 °C

Versuchsvorschrift

To a solution of 4-chloro-3-fluorobenzaldehyde (1 eq) in THF (0.3 M) at −78° C. was added 3M/Et2O MeMgBr (1.5 eq). The reaction mixture was stirred at −50° C. for 3 hrs, quenched with aqueous saturated NH4Cl and extracted with EtOAc. The combined organic layers were dried over Na2SO4 and concentrated to give 1-(4-chloro-3-fluorophenyl)ethanol, which was used as such for the next step.

Aufarbeitung

  1. customquenched with aqueous saturated NH4Cl
  2. extractionextracted with EtOAc
  3. dry with materialThe combined organic layers were dried over Na2SO4
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-fe10e2668635412bb68af3e8a73e6205
Quelldatensatz
uspto-grants-2006_03
Patentnummer
US07019022B2

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