trans-Ethyl 3-(4-cyano-3-fluorophenyl)-2-propenoate → Ethyl 4-cyano-3-fluorophenylpropanoate

HRID 412192Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 412192
[C:1]([C:3]1[CH:8]=[CH:7][C:6](/[CH:9]=[CH:10]/[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:5][C:4]=1[F:16])#[N:2]>CO.[Pd]>[C:1]([C:3]1[CH:8]=[CH:7][C:6]([CH2:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:5][C:4]=1[F:16])#[N:2]

Komponenten

4

Edukt 1

HCID 23021829trans-Ethyl 3-(4-cyano-3-fluorophenyl)-2-propenoate

Produkt 1

HCID 18536111Ethyl 4-cyano-3-fluorophenylpropanoate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of the product from Step B (1.3 g, 5.9 mmol) in 30 mL of methanol was added 10% palladium on carbon (130 mg). The solution was stirred at room temperature under an atmosphere of hydrogen for 2 hours, then purged with argon. The mixture was filtered through celite, the filter pad was washed with methanol, and the filtrate was concentrated in vacuo. The crude product was purified on a C18 preparative HPLC column to give the titled product after conversion to the free base.

Aufarbeitung

  1. custompurged with argon
  2. filtrationThe mixture was filtered through celite
  3. washthe filter pad was washed with methanol
  4. concentrationthe filtrate was concentrated in vacuo
  5. customThe crude product was purified on a C18 preparative HPLC column

Quellen und Nachweise

ORD-Eintrag
ord-5c5b2f468a4446d6b5f3a3c1ffad90d1
Quelldatensatz
uspto-grants-2003_05
Patentnummer
US06562823B1

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