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

HRID 30866

반응식

HRID 30866 반응식
[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]

참가 물질

8

반응물 3

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

생성물 1

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

시약·촉매·용매 4

HCID 313Hydrochloric Acid용매HCID 1140Toluene용매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-22b4e1dc687b469fadcc66f83c4a3b41
출처 데이터셋
uspto-grants-2008_09
특허 번호
US07423156B2

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