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Methanol → Methyl 2-bromofuran-3-carboxylate

HRID 41634
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HRID 41634 반응식
[Br:1][C:2]1[O:3][CH:4]=[CH:5][C:6]=1[C:7]([OH:9])=[O:8].[CH3:10]O>>[CH3:10][O:8][C:7]([C:6]1[CH:5]=[CH:4][O:3][C:2]=1[Br:1])=[O:9]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

3

반응물 2

HCID 887MethanolHCID 211624972-Bromofuran-3-carboxylic acid

생성물 1

HCID 10845885Methyl 2-bromofuran-3-carboxylate

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.

후처리

  1. customthe mixture was degassed
  2. custompurged with nitrogen (2×)
  3. concentrationThe mixture was then concentrated
  4. additionDCM (150 mL) was added
  5. additionSaturated NaHCO3 (20 mL) was added
  6. stirringthe resulting mixture was stirred at room temperature for 15 minutes
  7. washThe organic layer was washed with saturated NaHCO3 (20 mL), water (20 mL), and saturated aqueous NaCl (20 mL)
  8. dry with materialdried over Na2SO4
  9. filtrationfiltered
  10. concentrationconcentrated

출처 및 근거

ORD 기록
ord-564aec7f2c784d2086d28579d62a7046
출처 데이터셋
uspto-grants-2013_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08530663B2

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