反応 #49530

ord-d7388f43054845a49d70b9d54500919b

反応方程式

COCOc1cc(C(=O)NC(C)(C)c2ccccc2)ccc1C=O
4-Formyl-3-methoxymethoxy-N-(1-methyl-1-phenylethyl)benzamide
COC(OC)OC
trimethyl orthoformate
O=C([O-])O.[Na+]
sodium hydrogencarbonate
O
water
COCOc1cc(C(=O)NC(C)(C)c2ccccc2)ccc1C(OC)OC
3-methoxymethoxy-4-dimethoxymethyl-N-(1-methyl-1-phenylethyl)benzamide
収率 101.4%

溶媒

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出extracted with ethyl acetate
  2. 2
    洗浄The organic layer was washed with saturated brine
  3. 3
    乾燥dried over anhydrous sodium sulfate
  4. 4
    その他The solvent was evaporated under reduced pressure

実験手順

4-Formyl-3-methoxymethoxy-N-(1-methyl-1-phenylethyl)benzamide (3.12 g, 9.53 mmol) was dissolved in methanol (30 mL), and the solution was added with trimethyl orthoformate (2.09 mL, 19.1 mmol) and p-toluenesulfonic acid monohydrate (16.4 mg, 0.0952 mmol), followed by stirring at room temperature for 1 hour. The reaction mixture was added with saturated aqueous sodium hydrogencarbonate solution and water, and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to obtain 3-methoxymethoxy-4-dimethoxymethyl-N-(1-methyl-1-phenylethyl)benzamide (3.61 g, yield 100%).

出典

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