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

HRID 23561
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HRID 23561 반응식
[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]
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참가 물질

6

반응물 4

HCID 962WaterHCID 10006HydantoinHCID 11430Potassium CarbonateHCID 62576Benzyl bromoacetate

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
60 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-a177bfd3d8ad4100ac66ba9e9201f412
출처 데이터셋
uspto-grants-2005_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06852744B2

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