Water → Tert-butyl 3-(benzylamino)-3-(2-fluorobenzyl)cyclohexylcarbamate

HRID 530893Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 530893
[CH2:1]([N:8]=[C:9]1[CH2:14][CH2:13][CH2:12][CH:11]([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:21])([CH3:20])[CH3:19])[CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:23][C:24]1[CH:32]=[CH:31][CH:30]=[CH:29][C:25]=1[CH2:26][Mg]Cl.CCOCC.O>C1COCC1>[CH2:1]([NH:8][C:9]1([CH2:26][C:25]2[CH:29]=[CH:30][CH:31]=[CH:32][C:24]=2[F:23])[CH2:14][CH2:13][CH2:12][CH:11]([NH:15][C:16](=[O:22])[O:17][C:18]([CH3:19])([CH3:21])[CH3:20])[CH2:10]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 3283Diethyl EtherHCID 67983484Tert-butyl 3-(benzylimino)cyclohexylcarbamateHCID 178505627HCID 178505627, Verbindung

Produkt 1

HCID 67983661Tert-butyl 3-(benzylamino)-3-(2-fluorobenzyl)cyclohexylcarbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To the solution of tert-butyl 3-(benzylimino)cyclohexylcarbamate (4 mmol) in THF (10 mL) was added a solution of (2-fluorobenzyl)magnesium chloride in ether (9 mmol, 0.25 M, 36 mL) at 0° C. The reaction mixture was allowed to warm to room temperature and stirred for overnight. The reaction mixture was added to the iced water. The organics were extracted using EtOAc from the aqueous mixture. The EtOAc solution was concentrated. The product, tert-butyl 3-(benzylamino)-3-(2-fluorobenzyl)cyclohexylcarbamate, was purified by column chromatography on silica gel.

Aufarbeitung

  1. extractionThe organics were extracted
  2. concentrationThe EtOAc solution was concentrated
  3. customThe product, tert-butyl 3-(benzylamino)-3-(2-fluorobenzyl)cyclohexylcarbamate, was purified by column chromatography on silica gel

Quellen und Nachweise

ORD-Eintrag
ord-ee52f911baa84fcf90879aae4e6c04ec
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09351965B2

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