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

HRID 1711086ノート

反応式

HRID 1711086 の反応式
[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

参加物

4

反応物 3

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

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-4f6113d5dd6149e9a76988c1c56ba4f1
出典データセット
uspto-grants-2010_09
特許番号
US07790729B2

反応ノート

読み込み中…