Methyl 2-(4-chlorophenyl)-3-(2,2,2-trifluoroethylamino)propanoate → Potassium 2-(4-chlorophenyl)-3-(2,2,2-trifluoroethylamino)propanoate

HRID 2200300Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2200300
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([CH2:13][NH:14][CH2:15][C:16]([F:19])([F:18])[F:17])[C:9]([O:11]C)=[O:10])=[CH:4][CH:3]=1.O([Si](C)(C)C)[K:21]>C1COCC1.CCOCC>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]([CH2:13][NH:14][CH2:15][C:16]([F:17])([F:18])[F:19])[C:9]([O-:11])=[O:10])=[CH:6][CH:7]=1.[K+:21]

Komponenten

5

Edukt 2

HCID 66617993Methyl 2-(4-chlorophenyl)-3-(2,2,2-trifluoroethylamino)propanoateHCID 178504318HCID 178504318, Verbindung

Produkt 1

HCID 66617976Potassium 2-(4-chlorophenyl)-3-(2,2,2-trifluoroethylamino)propanoateAusbeute 118 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 3283Diethyl EtherLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

A solution of methyl 2-(4-chlorophenyl)-3-(2,2,2-trifluoroethylamino)propanoate (235 mg, 0.795 mmol) in THF (3.0 mL) was treated with KOTMS (153 mg, 1.19 mmol) at room temperature. The reaction was allowed to stir 18 hours to completion, and the mixture was diluted with ether. The resulting precipitate was isolated by filtration and placed under high vacuum for two hours to afford the potassium 2-(4-chlorophenyl)-3-(2,2,2-trifluoroethylamino)propanoate (299 mg, 118%, excess salts) as a white solid. LCMS (APCI+) m/z 282.0 [M+H]+.

Aufarbeitung

  1. customThe resulting precipitate was isolated by filtration
  2. waitplaced under high vacuum for two hours

Quellen und Nachweise

ORD-Eintrag
ord-63cf19e9b31945f2b93b80dce041414d
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09359340B2

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