Sodium Carbonate → 1-[3-(4-Tert-butylphenyl)-2-methylpropyl]piperidin-4-ol

HRID 652729

Reaktionsgleichung

Reaktionsgleichung von HRID 652729
C([O-])([O-])=O.[Na+].[Na+].[C:7]([C:11]1[CH:16]=[CH:15][C:14]([CH2:17][CH:18]([CH3:21])[CH2:19]Cl)=[CH:13][CH:12]=1)([CH3:10])([CH3:9])[CH3:8].[OH:22][CH:23]1[CH2:28][CH2:27][NH:26][CH2:25][CH2:24]1>CN(C)C=O>[C:7]([C:11]1[CH:16]=[CH:15][C:14]([CH2:17][CH:18]([CH3:21])[CH2:19][N:26]2[CH2:27][CH2:28][CH:23]([OH:22])[CH2:24][CH2:25]2)=[CH:13][CH:12]=1)([CH3:10])([CH3:9])[CH3:8]

Komponenten

5

Edukt 3

HCID 10340Sodium CarbonateHCID 79341Piperidin-4-olHCID 132518171-tert-Butyl-4-(3-chloro-2-methylpropyl)benzene

Produkt 1

HCID 136076631-[3-(4-Tert-butylphenyl)-2-methylpropyl]piperidin-4-olAusbeute 72 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

106 g of Na2CO3 are added to a solution of 112 g of 3-(4-tert.-butylphenyl)-2-methyl-propyl chloride and 50 g of 4-hydroxypiperidine in 1 liter of dimethylformamide (DMF). The batch is heated at 150° C. for 15 hours and then concentrated, and the residue is taken up in CH2Cl2. The CH2CL2 phase is washed with water, dried over Na2SO4 and concentrated. Distillation of the crude product gives 103 g of N-[3-(4-tert.-butylphenyl)-2-methyl-propyl]-4-hydroxypiperidine [A] as a pale yellowish oil. Boiling point 175°-178° C./0.4 mbar.

Aufarbeitung

  1. concentrationconcentrated
  2. washThe CH2CL2 phase is washed with water
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated
  5. distillationDistillation of the crude product

Quellen und Nachweise

ORD-Eintrag
ord-ee422c24821142349a1f0d89ae2c6e72
Quelldatensatz
uspto-grants-1987_06
Patentnummer
US04673683

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