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

HRID 21264ノート

反応式

HRID 21264 の反応式
[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]

参加物

7

反応物 4

HCID 962WaterHCID 9005Trimethyl orthoformateHCID 516892Sodium BicarbonateHCID 86628294HCID 86628294、化合物

生成物 1

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

試薬・触媒・溶媒 2

HCID 521998p-Toluenesulfonic acid monohydrate触媒HCID 887Methanol溶媒

反応条件

温度
50 °C

実験手順

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%).

後処理

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

出典と根拠

ORDレコード
ord-bee2520953484577908e40344c0aa73f
出典データセット
uspto-grants-2010_06
特許番号
US07745641B2

反応ノート

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