2-(Chloroethoxy)ethanol → 2-(2-(2-Hydroxyethoxy)ethyl)-1H-isoindole-1,3(2H)-dione

HRID 399579

반응식

HRID 399579 반응식
Cl[CH2:2][CH2:3][O:4][CH2:5][CH2:6][OH:7].[C:8]1(=[O:18])[NH:12][C:11](=[O:13])[C:10]2=[CH:14][CH:15]=[CH:16][CH:17]=[C:9]12.[K]>CN(C)C=O>[C:8]1(=[O:18])[N:12]([CH2:2][CH2:3][O:4][CH2:5][CH2:6][OH:7])[C:11](=[O:13])[C:10]2=[CH:14][CH:15]=[CH:16][CH:17]=[C:9]12

참가 물질

4

반응물 2

HCID 123612-(Chloroethoxy)ethanolHCID 24194345Phthalimide potassium salt

생성물 1

HCID 27554062-(2-(2-Hydroxyethoxy)ethyl)-1H-isoindole-1,3(2H)-dione수율 64.17%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
70 °C

실험 절차

To a solution of 2-(2-chloroethoxy)ethanol 14 (5 mL, 47.4 mmol) in N,N-dimethylformamide (35 mL) was added potassium phthalimide 2 (8.8 g, 47.51 mmol), and the reaction mixture was stirred for 20 h at 70° C. The mixture was concentrated and then diluted with dichloromethane (300 mL), and the organic layer was washed with water, dried, and concentrated. The residue was purified by flash column chromatography (3:2 to 2:3 hexane-ethyl acetate) to give compound 15 as a white solid (7.15 g, 64.17%) having an RF of 0.12 (solvent 3:2 hexane-ethyl acetate). See FIG. 9.

후처리

  1. concentrationThe mixture was concentrated
  2. additiondiluted with dichloromethane (300 mL)
  3. washthe organic layer was washed with water
  4. customdried
  5. concentrationconcentrated
  6. customThe residue was purified by flash column chromatography (3:2 to 2:3 hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-cf405ceb7bdf43ffb257a0be49cbc372
출처 데이터셋
uspto-grants-1998_10
특허 번호
US05821356

연결된 노트

불러오는 중…