Formic Acid → N-(2-fluoro-4-iodophenyl)formamide

HRID 9551

反応式

HRID 9551 の反応式
[I:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([F:9])[CH:3]=1.[C:10](OC(=O)C)(=[O:12])C.C(O)=O>O1CCCC1.C1(C)C=CC=CC=1.C(OCC)(=O)C.Cl>[F:9][C:4]1[CH:3]=[C:2]([I:1])[CH:8]=[CH:7][C:5]=1[NH:6][CH:10]=[O:12]

参加物

8

反応物 3

HCID 284Formic AcidHCID 7918Acetic AnhydrideHCID 1856942-Fluoro-4-iodoaniline

生成物 1

HCID 23549341N-(2-fluoro-4-iodophenyl)formamide収率 97.1%

試薬・触媒・溶媒 4

HCID 313Hydrochloric Acid溶媒HCID 1140Toluene溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a cooled solution (0° C.) of 4-iodo-2 fluoroaniline (3.05 g, 12.9 mmol) in tetrahydrofuran (15 mL) and toluene (15 mL), was slowly added a mixture of acetic anhydride (1.39 mL, 14.7 mmol) and formic acid (0.83 mL, 22.0 mmol). The reaction mixture was stirred at rt overnight, then diluted with ethyl acetate (100 mL) and 1N aqueous HCl (100 mL). The layers were separated, and the organic layer was washed with water and saturated sodium carbonate solution, and dried over sodium sulfate. The solvent was removed under reduced pressure to afford 2-fluoro-4-iodophenylformamide as an off-white solid (3.32 g, 97%). GC-MS ret. time 2.27 min, m/z 265 (M+); 1H NMR (300 MHz, CDCl3) δ: 7.37–7.51 (m, 3H), 8.13 (t, 1H), 8.46 (s, 1H).

後処理

  1. customThe layers were separated
  2. washthe organic layer was washed with water and saturated sodium carbonate solution
  3. dry with materialdried over sodium sulfate
  4. customThe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-5371b54496fc4e8fb22218bcae433455
出典データセット
uspto-grants-2006_08
特許番号
US07091228B2

関連ノート

読み込み中…