Water → 4-Amino-N-propylphthalimide

HRID 1597387노트

반응식

HRID 1597387 반응식
[H-].[Na+].[NH2:3][C:4]1[CH:5]=[C:6]2[C:11](=[O:12])[NH:10][C:8](=[O:9])[C:7]2=[CH:13][CH:14]=1.I[CH2:16][CH2:17][CH3:18].O>CN(C=O)C>[NH2:3][C:4]1[CH:5]=[C:6]2[C:11](=[O:12])[N:10]([CH2:16][CH2:17][CH3:18])[C:8](=[O:9])[C:7]2=[CH:13][CH:14]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 24758Sodium hydrideHCID 336431-IodopropaneHCID 729154-Aminophthalimide

생성물 1

HCID 159074134-Amino-N-propylphthalimide수율 45.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매2회

실험 절차

To a suspension of NaH (493 g, 12.3 mmol) in DMF (10 ml) was added a solution of 4-aminophthalimide (2.00 g, 12.3 mmol) in DMF (10 ml) at 0° C. After stirring at room temperature for 1 h, iodopropane (1.20 ml, 12.3 mmol) was added to this mixture at 0° C. and stirred at room temperature for 28 h. The mixture was poured into water and extracted with AcOEt:toluene=2:1 (150 ml×3). The extract was washed with water, brine, dried (Na2SO4), and concentrated to give yellow solid, which was purified by column chromatography (silica gel: 130 g, CH2Cl2 only to CH2Cl2/MeOH=75/1) to give 1.14 g (45%) of yellow solid.

후처리

  1. stirringstirred at room temperature for 28 h
  2. extractionextracted with AcOEt
  3. washThe extract was washed with water, brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated
  6. customto give yellow solid, which
  7. customwas purified by column chromatography (silica gel

출처 및 근거

ORD 기록
ord-d47ec467b4a94f0088bd7b735c3032bf
출처 데이터셋
uspto-grants-2001_09
특허 번호
US06294569B2

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