تفاعل #1774

ord-9cf6d25d3c4e47a1a40710053bd23b71

معادلة التفاعل

COC(=O)c1ccc(OC(=O)[C@@H]2CCCC[C@@H]2c2ccccc2)cc1OC
methyl 4-(cis-2-phenyl- 1-cyclohexanoyloxy)-2-methoxybenzoate
O
H2O
O.[Li][OH]
LiOH.H2O
COc1cc(OC(=O)[C@@H]2CCCC[C@@H]2c2ccccc2)ccc1C(=O)O
4-(cis-2-phenyl-1-cyclohexanoyloxy)-2-methoxy-benzoic acid

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
    غسيلMeOH(NH3) and eluted with same
  4. 4
    أخرىThe solvent was removed under reduced pressure

الإجراء التجريبي

To a stirred solution of methyl 4-(cis-2-phenyl- 1-cyclohexanoyloxy)-2-methoxybenzoate (230 mg, 0.64 mmol) in THF:H2O (5 mL:1 mL) was added LiOH.H2O (113.5 mg, 2.7 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 was passed through a small plug of silca gel packed in 90:10 CH2Cl2 :MeOH(NH3) and eluted with same. The solvent was removed under reduced pressure to afford 4-(cis-2-phenyl-1-cyclohexanoyloxy)-2-methoxy-benzoic acid as a foam.

المصدر

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