Water → Phenylmethyl 2-(2,5-dioxoimidazolidinyl)acetate

HRID 23561

反応式

HRID 23561 の反応式
[NH:1]1[CH2:7][C:5](=[O:6])[NH:4][C:2]1=[O:3].C(=O)([O-])[O-].[K+].[K+].Br[CH2:15][C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17].O>CN(C=O)C>[O:3]=[C:2]1[NH:1][CH2:7][C:5](=[O:6])[N:4]1[CH2:15][C:16]([O:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)=[O:17]

参加物

6

反応物 4

HCID 962WaterHCID 10006HydantoinHCID 11430Potassium CarbonateHCID 62576Benzyl bromoacetate

生成物 1

HCID 22574607Phenylmethyl 2-(2,5-dioxoimidazolidinyl)acetate収率 60%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

To a solution of hydantoin (10.0 g, 0.10 mol) in DMF (100 ml) at 60° C. were added potassium carbonate (20.7 g, 0.15 mol) and benzyl bromoacetate (18.9 ml, 0.12 mol). After stirring the mixture at 60° C. overnight, the reaction mixture was poured into water (250 ml) and the mixture was extracted with ethyl acetate. The organic phase was washed with 5% aqueous citric acid solution and brine. The organic phase was dried over anhydrous magnesium sulfate, filtered and evaporated under reduced pressure. The crystalline residue was washed with diethyl ether, and dried to give phenylmethyl 2-(2,5-dioxoimidazolidinyl)acetate (14.9 g).

後処理

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe organic phase was washed with 5% aqueous citric acid solution and brine
  3. dry with materialThe organic phase was dried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. customevaporated under reduced pressure
  6. washThe crystalline residue was washed with diethyl ether
  7. customdried

出典と根拠

ORDレコード
ord-a177bfd3d8ad4100ac66ba9e9201f412
出典データセット
uspto-grants-2005_02
特許番号
US06852744B2

関連ノート

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