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

HRID 2226166ノート

反応式

HRID 2226166 の反応式
[CH3:1][C:2]1([CH3:9])[NH:6][C:5](=[O:7])[NH:4][C:3]1=[O:8].C(=O)([O-])[O-].[K+].[K+].[CH2:16](Br)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CC(C)=O.C(OCC)(=O)C>[CH2:16]([N:4]1[C:3](=[O:8])[C:2]([CH3:9])([CH3:1])[NH:6][C:5]1=[O:7])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

参加物

6

反応物 3

HCID 6491DimethylhydantoinHCID 7498Benzyl BromideHCID 11430Potassium Carbonate

生成物 1

HCID 141912Hydantoin, 3-benzyl-5,5-dimethyl-収率 91.3%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To the stirred solution of 5,5-dimethylhydantoin (7 g, 54.7 mmole) in dry acetone (150 mL) under nitrogen were added potassium carbonate (10.6 g, 76.8 mmole) and benzylbromide (11.2 g, 65.9 mmole) at room temperature. The reaction mixture was refluxed for 20 hr. The reaction mixture was cooled to room temperature and the solid was filtered off by suction filtration. The titrate was concentrated on a rotary evaporator to give a residue. The residue was diluted with ethyl acetate and washed with water and brine, dried over sodium sulfate and evaporated to give 10.9 g (yield=91.3 %) of 3-benzyl-5,5-dimethylhydantoin as a white solid, mp=101°-104° C. This intermediate was subjected to the next step without further purification.

後処理

  1. temperatureThe reaction mixture was refluxed for 20 hr
  2. filtrationthe solid was filtered off by suction filtration
  3. concentrationThe titrate was concentrated on a rotary evaporator
  4. customto give a residue
  5. washwashed with water and brine
  6. dry with materialdried over sodium sulfate
  7. customevaporated

出典と根拠

ORDレコード
ord-6048fe66643441ba9d8694ebe2a7efd2
出典データセット
uspto-grants-1994_09
特許番号
US05346913

反応ノート

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