Water → 2-(1-Methylethoxy)-1H-isoindole-1,3(2H)-dione

HRID 600951노트

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HRID 600951 반응식
C(=O)([O-])[O-].[K+].[K+].[OH:7][N:8]1[C:12](=[O:13])[C:11]2=[CH:14][CH:15]=[CH:16][CH:17]=[C:10]2[C:9]1=[O:18].[CH:19](Br)([CH3:21])[CH3:20].O>CS(C)=O>[CH:19]([O:7][N:8]1[C:9](=[O:18])[C:10]2[C:11](=[CH:14][CH:15]=[CH:16][CH:17]=2)[C:12]1=[O:13])([CH3:21])[CH3:20]

참가 물질

6

반응물 4

HCID 962WaterHCID 63582-BromopropaneHCID 10665N-HydroxyphthalimideHCID 11430Potassium Carbonate

생성물 1

HCID 27689132-(1-Methylethoxy)-1H-isoindole-1,3(2H)-dione수율 86.6%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

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온도
25 °C

실험 절차

Solid potassium carbonate (8.64 g, 62.5 mmol) was added to a solution of N-hydroxyphthalimide (4.08 g, 25.0 mmol) in dimethyl sulfoxide (37 mL), and the mixture was stirred at 25° C. for 5 min. To the mixture, isopropyl bromide (3.41 mL, 37.5 mmol) was added, and the mixture stirred at 80° C. for 3 h. After ice-cooling, the mixture was poured into cold water and the resulting precipitate was collected by filtration in vacuo, washed with water (25 mL) and hexanes (15 mL) and dried in vacuo to afford 2-isopropyloxy-isoindole-1,3-dione (4.44 g, 86.6%) as a white solid which was used in the next step without further purification.

후처리

  1. stirringthe mixture stirred at 80° C. for 3 h
  2. temperatureAfter ice-cooling
  3. filtrationthe resulting precipitate was collected by filtration in vacuo
  4. washwashed with water (25 mL) and hexanes (15 mL)
  5. customdried in vacuo

출처 및 근거

ORD 기록
ord-1a14b19a546e44f4939490745ee5b5fc
출처 데이터셋
uspto-grants-2011_03
특허 번호
US07902248B2

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