Diethyl Ether → 3-(4-Fluorophenyl)propan-1-ol

HRID 719669

Reaktionsgleichung

Reaktionsgleichung von HRID 719669
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10](O)=[O:11])=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3].CCOCC>C1COCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][OH:11])=[CH:6][CH:7]=1

Komponenten

5

Edukt 3

HCID 3283Diethyl EtherHCID 1363023-(4-Fluorophenyl)propionic acidHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 137472413-(4-Fluorophenyl)propan-1-olAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a THF (200 mL) solution containing 3-(4-fluorophenyl)propanoic acid (33.6 g, 0.2 mol) was added a 1.0 M solution of LiAlH4 in Et2O (200 mL, 0.2 mol) over a period of 0.5 h. The resulting mixture was allowed to stir at RT for 18 h. The reaction was slowly quenched with H2O and the aqueous layer extracted (1×) with Et2O. The combined organic extracts were dried over MgSO4 and concentrated in vacuo. The resulting oil was used in the next step without further purification. Isolated 31.4 g (0.2 mol, 100% yield).

Aufarbeitung

  1. customThe reaction was slowly quenched with H2O
  2. extractionthe aqueous layer extracted (1×) with Et2O
  3. dry with materialThe combined organic extracts were dried over MgSO4
  4. concentrationconcentrated in vacuo
  5. customThe resulting oil was used in the next step without further purification
  6. customIsolated 31.4 g (0.2 mol, 100% yield)

Quellen und Nachweise

ORD-Eintrag
ord-b35f9aebdb17443591baa6179bf6571a
Quelldatensatz
uspto-grants-2006_11
Patentnummer
US07132443B2

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