반응 #69912

ord-564aec7f2c784d2086d28579d62a7046

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    기타the mixture was degassed
  2. 2
    기타purged with nitrogen (2×)
  3. 3
    농축The mixture was then concentrated
  4. 4
    workup.ADDITIONDCM (150 mL) was added
  5. 5
    workup.ADDITIONSaturated NaHCO3 (20 mL) was added
  6. 6
    workup.STIRRINGthe resulting mixture was stirred at room temperature for 15 minutes
  7. 7
    세척The organic layer was washed with saturated NaHCO3 (20 mL), water (20 mL), and saturated aqueous NaCl (20 mL)
  8. 8
    건조dried over Na2SO4
  9. 9
    여과filtered
  10. 10
    농축concentrated

실험 절차

2-Bromofuran-3-carboxylic acid (5.0 g, 26 mmol, 1 eq.) was dissolved in MeOH (100 mL) and the mixture was degassed and purged with nitrogen (2×). SO2Cl2 (15 mL, 0.2 mol, 7.7 eq.) was added dropwise and the resulting mixture was stirred for two days at room temperature. The mixture was then concentrated and DCM (150 mL) was added. Saturated NaHCO3 (20 mL) was added, and the resulting mixture was stirred at room temperature for 15 minutes. The organic layer was washed with saturated NaHCO3 (20 mL), water (20 mL), and saturated aqueous NaCl (20 mL), then dried over Na2SO4, filtered and concentrated to yield 2-bromofuran-3-carboxylic acid methyl ester (5.0 g) as a brown solid.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US08530663B2uspto-grants-2013_09