反応 #595353

ord-6b7e7f26f04c47f5abd74893c73ab4d4

反応方程式

COC(=O)c1oc(-c2ccc(Cl)cc2)nc1CO
compound
COC(=O)c1oc(-c2ccc(Cl)cc2)nc1CO
Methyl 2-(4-chlorophenyl)-4-(hydroxymethyl)-1,3-oxazole-5-carboxylate
O=S(Cl)Cl
thionyl chloride
COC(=O)c1oc(-c2ccc(Cl)cc2)nc1CCl
Methyl 4-(chloromethyl)-2-(4-chlorophenyl)-1,3-oxazole-5-carboxylate

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    その他The excess thionyl chloride is removed under reduced pressure
  2. 2
    洗浄The mixture is washed once with 2 ml of sat. aqueous sodium bicarbonate solution
  3. 3
    乾燥The organic phase is dried over magnesium sulfate
  4. 4
    その他the solvent is removed under reduced pressure
  5. 5
    その他The product obtained
  6. 6
    その他is used without further purification in the subsequent reactions

実験手順

100 mg (0.43 mmol) of the compound from Example 44A, together with 0.24 ml (3.24 mmol) of thionyl chloride, are stirred at RT for 8 h. The excess thionyl chloride is removed under reduced pressure and the residue is taken up in about 5 ml of ethyl acetate. The mixture is washed once with 2 ml of sat. aqueous sodium bicarbonate solution. The organic phase is dried over magnesium sulfate and the solvent is removed under reduced pressure. The product obtained is used without further purification in the subsequent reactions.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US09095582B2uspto-grants-2015_08