Water → 4-Methanesulfonyloxy-5-dimethoxymethyl-3-methoxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone

HRID 21264노트

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HRID 21264 반응식
[CH3:1][S:2]([O:5][C:6]1[C:14](C=O)=[CH:13][C:12]([I:17])=[C:11]2[C:7]=1[CH:8]([O:28][CH3:29])[N:9]([C:19]([CH3:27])([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH3:20])[C:10]2=[O:18])(=[O:4])=[O:3].[CH:30]([O:35][CH3:36])([O:33][CH3:34])OC.C(=O)([O-])O.[Na+].O>CO.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>[CH3:1][S:2]([O:5][C:6]1[C:14]([CH:30]([O:33][CH3:34])[O:35][CH3:36])=[CH:13][C:12]([I:17])=[C:11]2[C:7]=1[CH:8]([O:28][CH3:29])[N:9]([C:19]([CH3:20])([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[CH3:27])[C:10]2=[O:18])(=[O:3])=[O:4]

참가 물질

7

반응물 4

HCID 962WaterHCID 9005Trimethyl orthoformateHCID 516892Sodium BicarbonateHCID 86628294HCID 86628294, 화합물

생성물 1

HCID 866282964-Methanesulfonyloxy-5-dimethoxymethyl-3-methoxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone수율 96.5%

시약·촉매·용매 2

HCID 521998p-Toluenesulfonic acid monohydrate촉매HCID 887Methanol용매

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온도
50 °C

실험 절차

4-Methanesulfonyloxy-5-formyl-3-methoxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (220 mg, 0.416 mmol) was dissolved in methanol (4 mL), and the solution was added with trimethyl orthoformate (0.091 mL, 0.83 mmol) and p-toluenesulfonic acid monohydrate (1.0 mg, 0.0058 mmol), followed by stirring at 50° C. for 5 hours. The reaction mixture was added with saturated aqueous sodium hydrogencarbonate solution and water. The precipitated solid was collected by filtration and washed with water, followed by drying under reduced pressure to obtain 4-methanesulfonyloxy-5-dimethoxymethyl-3-methoxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone (231 mg, yield 96%).

후처리

  1. filtrationThe precipitated solid was collected by filtration
  2. washwashed with water
  3. customby drying under reduced pressure

출처 및 근거

ORD 기록
ord-bee2520953484577908e40344c0aa73f
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07745641B2

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