Ethyl Acetate → 3-Benzyl-2,5-dioxo-4,4-dimethylimidazolidine

HRID 1597415

反応式

HRID 1597415 の反応式
[CH2:1]([N:8]1[C:12]([CH3:14])([CH3:13])[C:11](=[O:15])[N:10](CC2C=CC(OC)=CC=2)[C:9]1=[O:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N+]([O-])([O-])=O.[Ce].[NH4+].C(OCC)(=O)C>C(#N)C.O>[CH2:1]([N:8]1[C:12]([CH3:14])([CH3:13])[C:11](=[O:15])[NH:10][C:9]1=[O:25])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

6

反応物 3

HCID 8857Ethyl AcetateHCID 217000233-Benzyl-1-(4'-methoxybenzyl)-2,5-dioxo-4,4-dimethylimidazolidineHCID 57418452Ammonium cerium-nitrate

生成物 1

HCID 46019883-Benzyl-2,5-dioxo-4,4-dimethylimidazolidine収率 63%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6342Acetonitrile溶媒

反応条件

温度
25 °C

実験手順

A solution of 3-benzyl-1-(4′-methoxybenzyl)-2,5-dioxo-4,4-dimethylimidazolidine (3.9 g, 11.54 mmol) in acetonitrile (100 mL) was treated with a solution of ammonium cerium nitrate (31 g, 57.7 mmol) in 65 mL of water, stirred at 25° C. for 15 minute, then diluted the reaction with ethyl acetate and partitioned between ethyl acetate and brine. The organic layer was dried, filtered, and concentrated. Purification by recrystalization with ethyl acetate/hexane provided 1.58 g (7.25 mmol, 63%) of title compound as white solid. MS (DCI/NH3) m/e 236 (M+NH4)+.

後処理

  1. additiondiluted
  2. custompartitioned between ethyl acetate and brine
  3. customThe organic layer was dried
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customPurification
  7. customby recrystalization with ethyl acetate/hexane

出典と根拠

ORDレコード
ord-f9b1043869084f6a82e62629f8946f86
出典データセット
uspto-grants-2001_09
特許番号
US06294573B1

関連ノート

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