Methanol → Methyl 2-(4-fluoro-2-iodophenyl)acetate

HRID 1711086노트

반응식

HRID 1711086 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([OH:11])=[O:10])=[C:4]([I:12])[CH:3]=1.S(=O)(=O)(O)O.[CH3:18]O>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][C:9]([O:11][CH3:18])=[O:10])=[C:4]([I:12])[CH:3]=1

참가 물질

4

반응물 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 125201654-Fluoro-2-iodophenylacetic acid

생성물 1

HCID 59457703Methyl 2-(4-fluoro-2-iodophenyl)acetate수율 95%

실험 절차

A solution of the acid 324 (3.95 g, 14.1 mmol) and sulfuric acid (0.5 mL) in methanol (50 mL) was heated under reflux for 18 h, then cooled and concentrated under reduced pressure. The residue was partitioned between ethyl acetate and water; the organic phase was collected, dried (anhydrous MgSO4), filtered and concentrated to afford pure 325 (3.93 g, 95% yield). 1H NMR (400 MHz, CDCl3) δ (ppm): 7.57 (dd, J=8.2, 2.7 Hz, 1H); 7.25 (dd, J=8.6, 5.9 Hz, 1H); 7.05 (dt, J=8.2, 2.7 Hz, 1H); 3.78 (s, 2H); 3.72 (s, 3H). LCMS: (M+H) 295.0.

후처리

  1. temperatureunder reflux for 18 h
  2. temperaturecooled
  3. concentrationconcentrated under reduced pressure
  4. customThe residue was partitioned between ethyl acetate and water
  5. customthe organic phase was collected
  6. dry with materialdried (anhydrous MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-4f6113d5dd6149e9a76988c1c56ba4f1
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07790729B2

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