Pang Hua
2004
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Journal
Fine chemicals
Abstract
3-Fluoro-4-morpholinylnitrobenzene(Ⅰ) was prepared by reaction of 3,4-difluoronitrobenzene and morpholine in diisopropylethylamine for 4 h.Catalyzed by Pd/C 〔w(Pd)=10%〕,Ⅰreacted with ammonium formate in mixed solvent 〔V(THF)∶V(methanol)=1∶4〕 for 6 h to afford 3-fluoro-4-morpholinylaniline(Ⅱ).Then the interaction of Ⅱ and phosgene in dry hydrogen chloride gas gave 3-fluoro-4-morpholiylphenyl isocyanate(Ⅲ).Finally the reaction of Ⅲ with (R)-glycidyl butyrate catalyzed by anhydrous LiBr and tri-n-butylphosphine oxide in xylene for 2 h gave a new product,which was catalyzed by sodium methoxide and reacted with methanol for 3 h to synthesize (R)-3-(3-fluoro-4-morpholinylphenyl)-2-oxo-5-oxazolidinylmethanol(Ⅳ).The overall yield was 35.8%.