Water → C-(5-(3-fluorophenoxy)thiophen-2-yl)methylamine

HRID 2080066

Reaktionsgleichung

Reaktionsgleichung von HRID 2080066
[F:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][CH:15]=1)[O:5][C:6]1[S:10][C:9]([C:11]#[N:12])=[CH:8][CH:7]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.C(OCC)(=O)C>O1CCCC1>[F:1][C:2]1[CH:3]=[C:4]([CH:13]=[CH:14][CH:15]=1)[O:5][C:6]1[S:10][C:9]([CH2:11][NH2:12])=[CH:8][CH:7]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 8857Ethyl AcetateHCID 21226445Aluminium lithium hydrideHCID 231306135-(3-Fluorophenoxy)thiophene-2-carbonitrile

Produkt 1

HCID 23130606C-(5-(3-fluorophenoxy)thiophen-2-yl)methylamineAusbeute 80,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of 5-(3-fluorophenoxy)thiophene-2-carbonitrile described in Preparation Example 22 (670 mg, 3 mmol) in tetrahydrofuran (30 mL) was added lithium aluminum hydride (460 mg, 12 mmol), and the solution was stirred at room temperature for 16 hours. Water and ethyl acetate were added to the reaction solution, which was then partitioned, the organic layer was filtered with NH silica gel, the filtrate was evaporated in vacuo, and the title compound (570 mg, 2.42 mmol, 80.7%) was obtained as a brown oil.

Aufarbeitung

  1. customwas then partitioned
  2. filtrationthe organic layer was filtered with NH silica gel
  3. customthe filtrate was evaporated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-efebfa5e8509454b8eb7421c76feefbe
Quelldatensatz
uspto-grants-2011_04
Patentnummer
US07932272B2

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