4-Fluoro-N-methylaniline → Ethyl 2-((4-fluorophenyl)(methyl)amino)-2-phenylacetate

HRID 77000

Reaktionsgleichung

Reaktionsgleichung von HRID 77000
[F:1][C:2]1[CH:9]=[CH:8][C:5]([NH:6][CH3:7])=[CH:4][CH:3]=1.Br[CH:11]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:12]([O:14][CH2:15][CH3:16])=[O:13].CCN(C(C)C)C(C)C>C(#N)C>[CH2:15]([O:14][C:12](=[O:13])[CH:11]([N:6]([C:5]1[CH:8]=[CH:9][C:2]([F:1])=[CH:3][CH:4]=1)[CH3:7])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH3:16]

Komponenten

5

Edukt 3

HCID 680244-Fluoro-N-methylanilineHCID 81531DiisopropylethylamineHCID 97780Ethyl bromophenylacetate

Produkt 1

HCID 58556946Ethyl 2-((4-fluorophenyl)(methyl)amino)-2-phenylacetateAusbeute 100 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

4-Fluoro-N-methylaniline (0.33 g, 2.67 mmol) is added to a solution of ethyl 2-bromo-2-phenylacetate (0.36 mL, 2.06 mmol) in acetonitrile (6.86 mL) and DIPEA (0.47 ml, 2.67 mmol). The dark solution is stirred at 100° C. under microwave irradiation for 1 hour. Then solvent is evaporated and the crude is purified by flash chromatography (Petroleum ether/EtOAc=97/3) to obtain intermediate I118 as a yellow solid (0.59 g, 100% yield).

Aufarbeitung

  1. customThen solvent is evaporated
  2. customthe crude is purified by flash chromatography (Petroleum ether/EtOAc=97/3)

Quellen und Nachweise

ORD-Eintrag
ord-d0ed90b0bfba4fd181c1303d0193be54
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08835682B2

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