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

HRID 487846

反応式

HRID 487846 の反応式
[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]

参加物

6

反応物 4

HCID 4763PhenobarbitalHCID 5234Sodium ChlorideHCID 79557Methyl 5-bromovalerateHCID 2723671Tetrabutylammonium Hydroxide

生成物 1

HCID 1784352455-Ethyl-6-hydroxy-3-(4-methoxycarbonylbutyl)-5-phenyl-2,4(3H,5H)-pyrimidinedione

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-adc9f35635614a4c8aca2d9e82a6325c
出典データセット
uspto-grants-1994_03
特許番号
US05298403

関連ノート

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