Dimethylhydantoin → Hydantoin, 3-benzyl-5,5-dimethyl-

HRID 904135ノート

反応式

HRID 904135 の反応式
[CH3:1][C:2]1([CH3:9])[NH:6][C:5](=[O:7])[NH:4][C:3]1=[O:8].[H-].[Na+].[H][H].[CH2:14](Cl)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1>CN(C)C=O>[CH2:14]([N:4]1[C:3](=[O:8])[C:2]([CH3:9])([CH3:1])[NH:6][C:5]1=[O:7])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

参加物

6

反応物 4

HCID 6491DimethylhydantoinHCID 7503Benzyl ChlorideHCID 24758Sodium hydrideHCID 178418361HCID 178418361、化合物

生成物 1

HCID 141912Hydantoin, 3-benzyl-5,5-dimethyl-

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
50 °C

実験手順

5,5-Dimethyl hydantoin (5.15 g, 0.039 mole) was added to a suspension of sodium hydride (1.87 g, 50% oil dispersion) in dry dimethylformamide (50 ml) and the mixture stirred and heated at 50° C. until evolution of hydrogen ceased. The solution was cooled and benzyl chloride (4.94 ml, 1.1 equivalents) was added and the mixture heated at 50° C. for 11/2 hours. The dimethylformamide was removed under reduced pressure and the residue partitioned between ether and brine. The ethereal extracts were combined, washed with water, dried (MgSO4) and the solvent evaporated to yield the title compound as a white crystalline solid m.p. 100°-102° C. Yield=8.0 g=91%.

後処理

  1. temperatureThe solution was cooled
  2. customThe dimethylformamide was removed under reduced pressure
  3. customthe residue partitioned between ether and brine
  4. washwashed with water
  5. dry with materialdried (MgSO4)
  6. customthe solvent evaporated

出典と根拠

ORDレコード
ord-68d2a5d4c3194296b3e79ddda1996ac9
出典データセット
uspto-grants-1980_10
特許番号
US04230709

反応ノート

読み込み中…