تفاعل #1794

ord-633f98fd12d84e92930ec5dccc1d3957

معادلة التفاعل

COC(=O)c1ccc(OC(=O)c2cc(=S(=O)=O)cco2)cc1OC
methyl 4-[4-sulfonylpyranoyloxy]-2-methoxybenzoate
O
H2O
O.[Li][OH]
LiOH.H2O
COc1cc(OC(=O)c2cc(=S(=O)=O)cco2)ccc1C(=O)O
4-[4-sulfonylpyranoyloxy]-2-methoxybenzoic acid

الكواشف

لا شيء

المذيبات

ظروف التفاعل

درجة الحرارة
45°CELSIUS
الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةcooled to ambient temperature
  2. 2
    أخرىThe solvent was removed under reduced pressure
  3. 3
    غسيلEtOAc and eluted with same
  4. 4
    أخرىThe solvent was removed under reduced pressure

الإجراء التجريبي

To a stirred solution of methyl 4-[4-sulfonylpyranoyloxy]-2-methoxybenzoate (470 mg, 1.5 mmol)in THF:H2O (18 mL: 2 mL) was added LiOH.H2O (128 mg, 3 mmol). The reaction was heated to 45° C. over 12 h and then cooled to ambient temperature. The solvent was removed under reduced pressure. The crude solid passed through a plug of silca gel packed in 80:20 hexanes:EtOAc and eluted with same. The solvent was removed under reduced pressure to afford 4-[4-sulfonylpyranoyloxy]-2-methoxybenzoic acid as a white solid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05726172uspto-grants-1998_03