反応 #49542

ord-bee2520953484577908e40344c0aa73f

反応方程式

COC1c2c(OS(C)(=O)=O)c(C=O)cc(I)c2C(=O)N1C(C)(C)c1ccccc1
4-Methanesulfonyloxy-5-formyl-3-methoxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone
COC(OC)OC
trimethyl orthoformate
O=C([O-])O.[Na+]
sodium hydrogencarbonate
O
water
COC(OC)c1cc(I)c2c(c1OS(C)(=O)=O)C(OC)N(C(C)(C)c1ccccc1)C2=O
4-methanesulfonyloxy-5-dimethoxymethyl-3-methoxy-7-iodo-2-(1-methyl-1-phenylethyl)isoindolinone
収率 96.5%

溶媒

反応条件

温度
50°CELSIUS
詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    ろ過The precipitated solid was collected by filtration
  2. 2
    洗浄washed with water
  3. 3
    その他by drying under reduced pressure

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%).

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US07745641B2uspto-grants-2010_06