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

HRID 1675183노트

반응식

HRID 1675183 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-e484d7d6f494408c9a853a58e8b6a794
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08003653B2

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