반응 #595353

ord-6b7e7f26f04c47f5abd74893c73ab4d4

반응 방정식

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

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

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

실험 절차

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.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09095582B2uspto-grants-2015_08