Water → 1-Benzylimidazolidin-2-one

HRID 661865

反応式

HRID 661865 の反応式
[NH:1]1[CH2:5][CH2:4][NH:3][C:2]1=[O:6].[H-].[Na+].Br[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.O>CN(C=O)C>[CH2:10]([N:1]1[CH2:5][CH2:4][NH:3][C:2]1=[O:6])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

参加物

6

反応物 4

HCID 962WaterHCID 7498Benzyl BromideHCID 84532-ImidazolidinoneHCID 24758Sodium hydride

生成物 1

HCID 2314031-Benzylimidazolidin-2-one収率 16%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

Step 1 A solution of imidazolidin-2-one (500 mg, 5.81 mmol) in DMF (30 mL) was stirred on ice and treated with sodium hydride, 60% oil dispersion (264 mg, 6.60 mmol). The mixture was stirred at rt for 50 min, then was treated with (bromomethyl)benzene (0.691 mL, 5.81 mmol). After 2 h, the mixture was poured into water and extracted three times with EtOAc. The combined organic layers were dried and concentrated, and the residue was purified by column chromatography (eluting with EtOAc) to provide 1-benzylimidazolidin-2-one as a white solid (160 mg, 16%). 1H NMR (400 MHz, chloroform-d) δ 7.22-7.39 (5H, m), 4.53 (1H, br. s.), 4.37 (2H, s), 3.25-3.46 (4H, m).

後処理

  1. waitAfter 2 h
  2. extractionextracted three times with EtOAc
  3. customThe combined organic layers were dried
  4. concentrationconcentrated
  5. customthe residue was purified by column chromatography (eluting with EtOAc)

出典と根拠

ORDレコード
ord-53b7214969ae47d1920402b89cb8175d
出典データセット
uspto-grants-2011_12
特許番号
US08084620B2

関連ノート

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