Acetone → 3-Benzyl-2,2-dimethylimidazolidin-4-one

HRID 1675183ノート

反応式

HRID 1675183 の反応式
[CH2:1]([NH:8][C:9](=[O:12])[CH2:10][NH2:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:13][C:14]([CH3:16])=O.C(N(CC)CC)C>CO>[CH2:1]([N:8]1[C:9](=[O:12])[CH2:10][NH:11][C:14]1([CH3:16])[CH3:13])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 180AcetoneHCID 8471TriethylamineHCID 111266102-amino-N-benzylacetamide

生成物 1

HCID 574330893-Benzyl-2,2-dimethylimidazolidin-4-one

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of N1-benzylglycinamide (3.00 g, 14.95 mmol) in MeOH (25 mL) were added acetone (5.50 mL, 74.75 mmol) and triethylamine (1.67 mL, 11.96 mmol). The solution was stirred and heated to reflux overnight under an atmosphere of nitrogen. The solvent was removed in vacuo, and the resulting orange oil was purified by flash column chromatography on silica gel using a gradient elution of 0-7% (MeOH/NH3)/CH2Cl2. Collection and concentration of the appropriate fractions afforded the product as a yellow oil. 1H NMR (400 MHz, CDCl3) δ 7.31-7.27 (m, 5H), 4.44 (s, 2H), 3.55 (s, 2H), 1.26 (s, 6H); ES MS (M+1)=205.

後処理

  1. temperatureheated
  2. temperatureto reflux overnight under an atmosphere of nitrogen
  3. customThe solvent was removed in vacuo
  4. customthe resulting orange oil was purified by flash column chromatography on silica gel using
  5. washa gradient elution of 0-7% (MeOH/NH3)/CH2Cl2
  6. customCollection and concentration of the appropriate fractions

出典と根拠

ORDレコード
ord-e484d7d6f494408c9a853a58e8b6a794
出典データセット
uspto-grants-2011_08
特許番号
US08003653B2

反応ノート

読み込み中…