Ammonium Chloride → Tert-butyl 3-(2-fluorobenzyl)-3-hydroxycyclohexylcarbamate

HRID 530839Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 530839
[O:1]=[C:2]1[CH2:7][CH2:6][CH2:5][CH:4]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:14])([CH3:13])[CH3:12])[CH2:3]1.[F:16][C:17]1[CH:25]=[CH:24][CH:23]=[CH:22][C:18]=1[CH2:19][Mg]Br.[NH4+].[Cl-]>C(OCC)C>[F:16][C:17]1[CH:25]=[CH:24][CH:23]=[CH:22][C:18]=1[CH2:19][C:2]1([OH:1])[CH2:7][CH2:6][CH2:5][CH:4]([NH:8][C:9](=[O:15])[O:10][C:11]([CH3:12])([CH3:14])[CH3:13])[CH2:3]1

Komponenten

5

Edukt 3

HCID 25517Ammonium ChlorideHCID 44228975(3-Oxo-cyclohexyl)-carbamic acid tert-butyl esterHCID 178505626HCID 178505626, Verbindung

Produkt 1

HCID 67983409Tert-butyl 3-(2-fluorobenzyl)-3-hydroxycyclohexylcarbamate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3283Diethyl EtherLösungsmittel2×

Versuchsvorschrift

To a solution of tert-butyl 3-oxocyclohexylcarbamate (2 mmol, 426 mg) in ethyl ether (10 mL) was added a solution of (2-fluorobenzyl)magnesium bromide in ether (5 mmol, 0.25 M, 20 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 NH4Cl aqueous solution. The organics were extracted with EtOAc. The EtOAc solution was concentrated. The product, tert-butyl 3-(2-fluorobenzyl)-3-hydroxycyclohexylcarbamate was purified by column chromatography on silica gel.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-14bd62da0f6a4a509fc40a1b6d0c9bb2
Quelldatensatz
uspto-grants-2016_05
Patentnummer
US09351965B2

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