Potassium Carbonate → {4-[2-(Dimethylamino)-1-(1-hydroxy cyclohexyl)ethyl]phenoxy}methyl pivalate

HRID 1633612

Reaktionsgleichung

Reaktionsgleichung von HRID 1633612
[CH3:1][N:2]([CH3:19])[CH2:3][CH:4]([C:12]1[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][CH:13]=1)[C:5]1([OH:11])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]1.[C:20]([O:26][CH2:27]Cl)(=[O:25])[C:21]([CH3:24])([CH3:23])[CH3:22].C([O-])([O-])=O.[K+].[K+]>C(#N)C>[C:20]([O:26][CH2:27][O:18][C:15]1[CH:14]=[CH:13][C:12]([CH:4]([C:5]2([OH:11])[CH2:10][CH2:9][CH2:8][CH2:7][CH2:6]2)[CH2:3][N:2]([CH3:1])[CH3:19])=[CH:17][CH:16]=1)(=[O:25])[C:21]([CH3:24])([CH3:23])[CH3:22]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 87885Chloromethyl pivalateHCID 125017Desvenlafaxine

Produkt 1

HCID 9821087{4-[2-(Dimethylamino)-1-(1-hydroxy cyclohexyl)ethyl]phenoxy}methyl pivalate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

4-[2-(Dimethylamino)-1-(1-hydroxycyclohexyl)ethyl]phenol (1 g, 3.79 mmol), chloromethyl pivalate (0.75 g, 5 mmol), anhydrous K2CO3(0.7 g, 5 mmol) and KI (75 mg, 0.5 mmol) were stirred in acetonitrile (50 mL) and refluxed overnight. The solvent was evaporated and the residue was partitioned between ethyl acetate and water. The ethyl acetate was dried (MgSO4) and evaporated to give the title compound as a minor component.

Aufarbeitung

  1. temperaturerefluxed overnight
  2. customThe solvent was evaporated
  3. customthe residue was partitioned between ethyl acetate and water
  4. dry with materialThe ethyl acetate was dried (MgSO4)
  5. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-d995ea938218431ea017c49e4aab6f3c
Quelldatensatz
uspto-grants-2003_01
Patentnummer
US06503942B2

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