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1-Bromo-4-methyl-2-pentanone → 2-(4-methyl-2-oxopentyl)-1H-isoindole-1,3(2H)-dione

HRID 1670528
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인쇄 미리보기

반응식

HRID 1670528 반응식
Br[CH2:2][C:3](=[O:8])[CH2:4][CH:5]([CH3:7])[CH3:6].[C:9]1(=[O:19])[NH:13][C:12](=[O:14])[C:11]2=[CH:15][CH:16]=[CH:17][CH:18]=[C:10]12.[K]>C1(C)C=CC=CC=1>[CH3:6][CH:5]([CH3:7])[CH2:4][C:3](=[O:8])[CH2:2][N:13]1[C:9](=[O:19])[C:10]2[C:11](=[CH:15][CH:16]=[CH:17][CH:18]=2)[C:12]1=[O:14]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 110844641-Bromo-4-methyl-2-pentanoneHCID 24194345Phthalimide potassium salt

생성물 1

HCID 70388412-(4-methyl-2-oxopentyl)-1H-isoindole-1,3(2H)-dione수율 24%

시약·촉매·용매 1

HCID 1140Toluene용매

반응 조건

온도
100 °C

실험 절차

Dissolve 1-bromo-4-methyl-2-pentanone (11.0 g, 61.4 mmol) and potassium phthalimide (11.9 g, 64.5 mmol) in toluene (60 mL) at room temperature under a nitrogen atmosphere. Heat the mixture to 100° C. and stir for 16 h. Cool the resulting slurry to room temperature, filter off solids, and concentrate the filtrate in vacuo to a solid. Purify the residue by chromatography on silica gel (40 g) eluting with hexane/EtOAc (1:1) to obtain the desired intermediate (3.6 g, 24%). MS (ES+) m/z: 246.3 (M+H)+.

후처리

  1. temperatureCool the resulting slurry to room temperature
  2. filtrationfilter off solids
  3. concentrationconcentrate the filtrate in vacuo to a solid
  4. customPurify the residue by chromatography on silica gel (40 g)
  5. washeluting with hexane/EtOAc (1:1)

출처 및 근거

ORD 기록
ord-c5a8835debb8401da040f4f53c22ff11
출처 데이터셋
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07994163B2

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