Dimethylformamide → 2-[3-(2-Phenyl-1,3-dioxolan-2-yl)propyl]-1H-isoindole-1,3(2H)-dione

HRID 1013120

반응식

HRID 1013120 반응식
Cl[CH2:2][CH2:3][CH2:4][C:5]1([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[O:9][CH2:8][CH2:7][O:6]1.[C:16]1(=[O:26])[NH:20][C:19](=[O:21])[C:18]2=[CH:22][CH:23]=[CH:24][CH:25]=[C:17]12.[K].CN(C=O)C>O>[C:10]1([C:5]2([CH2:4][CH2:3][CH2:2][N:20]3[C:16](=[O:26])[C:17]4[C:18](=[CH:22][CH:23]=[CH:24][CH:25]=4)[C:19]3=[O:21])[O:9][CH2:8][CH2:7][O:6]2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 128663382-(3-Chloropropyl)-2-phenyl-1,3-dioxolaneHCID 24194345Phthalimide potassium salt

생성물 1

HCID 574477532-[3-(2-Phenyl-1,3-dioxolan-2-yl)propyl]-1H-isoindole-1,3(2H)-dione수율 84%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
150 °C

실험 절차

Add 2-(3-chloropropyl)-2-phenyl-[1,3]dioxolane (38 g, 168 mmol) and potassium phthalimide (34.2 g, 184.4 mmol) to DMF (80 mL) and stir for 40 min at 150° C. Cool the reaction to RT, dilute with water (1 L) and extract the mixture with a mixture of EtOAc (500 mL) and hexanes (500 mL) and DCM (2 L). Dry (sodium sulfate), concentrate and recrystallize the solid from hot ethanol (600 mL). Filter and dry the residue under vacuum to isolate the title compound as a white solid (47.62 g, 84%).

후처리

  1. temperatureCool
  2. customthe reaction to RT
  3. extractionextract the mixture
  4. additionwith a mixture of EtOAc (500 mL) and hexanes (500 mL) and DCM (2 L)
  5. dry with materialDry (sodium sulfate)
  6. concentrationconcentrate
  7. customrecrystallize the solid from hot ethanol (600 mL)
  8. filtrationFilter
  9. customdry the residue under vacuum

출처 및 근거

ORD 기록
ord-6e014771ee0a4e1b874404a23cd87f81
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07981882B2

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