Phenobarbital → 5-Ethyl-6-hydroxy-3-(4-methoxycarbonylbutyl)-5-phenyl-2,4(3H,5H)-pyrimidinedione

HRID 487846

Reaktionsgleichung

Reaktionsgleichung von HRID 487846
[CH3:1][CH2:2][C:3]1([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:10](=[O:11])[NH:9][C:7](=[O:8])[NH:6][C:4]1=[O:5].[OH-].C([N+](CCCC)(CCCC)CCCC)CCC.Br[CH2:37][CH2:38][CH2:39][CH2:40][C:41]([O:43][CH3:44])=[O:42].[Cl-].[Na+]>ClCCl>[CH2:2]([C:3]1([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:10]([OH:11])=[N:9][C:7](=[O:8])[N:6]([CH2:37][CH2:38][CH2:39][CH2:40][C:41]([O:43][CH3:44])=[O:42])[C:4]1=[O:5])[CH3:1]

Komponenten

6

Versuchsvorschrift

A mixture of phenobarbital (46.5 g, 0.2 mole) and tetrabutylammonium hydroxide (500 mL, 0.2 mole of 0.4M in water) in dichloromethane (500mL) was prepared and to it was added methyl 5-bromovalerate (39.0 g, 0.2 mole). The reaction mixture was stirred vigorously overnight (20 hrs). To this mixture was added saturated sodium chloride solution (100 mL), the organic layer was separated, and the aqueous solution was washed with dichloromethane (2×100 mL). The combined organic solution was washed with saturated sodium chloride solution (100 mL), dried over anhydrous MgSO4, filtered, and the solvent removed.

Aufarbeitung

  1. customwas prepared and to it
  2. customthe organic layer was separated
  3. washthe aqueous solution was washed with dichloromethane (2×100 mL)
  4. washThe combined organic solution was washed with saturated sodium chloride solution (100 mL)
  5. dry with materialdried over anhydrous MgSO4
  6. filtrationfiltered
  7. customthe solvent removed

Quellen und Nachweise

ORD-Eintrag
ord-adc9f35635614a4c8aca2d9e82a6325c
Quelldatensatz
uspto-grants-1994_03
Patentnummer
US05298403

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