p-Aminoacetophenone → Ethanone, 1-(4-amino-3-iodophenyl)-

HRID 1919595노트

반응식

HRID 1919595 반응식
C([O-])([O-])=O.[Ca+2].[C:6]([C:9]1[CH:15]=[CH:14][C:12]([NH2:13])=[CH:11][CH:10]=1)(=[O:8])[CH3:7].[I:16]Cl>O.CO.CCOCC>[NH2:13][C:12]1[CH:14]=[CH:15][C:9]([C:6](=[O:8])[CH3:7])=[CH:10][C:11]=1[I:16]

참가 물질

7

반응물 3

HCID 7468p-AminoacetophenoneHCID 10112Calcium CarbonateHCID 24640Iodine chloride

생성물 1

HCID 11032652Ethanone, 1-(4-amino-3-iodophenyl)-수율 44.4%

시약·촉매·용매 3

HCID 887Methanol용매2회HCID 962Water용매HCID 3283Diethyl Ether용매

실험 절차

To a stirred suspension of CaCO3 (4.5 g, 45.27 mmol) in H2O (15 mL) was added a solution of 4-acetylaniline (4.1 g, 30.18 mmol) in MeOH (25 mL), followed by a solution of iodine monochloride (5.2 g, 31.88 mmol) in MeOH (20 mL) dropwise. The reaction was stirred at r.t. for 45 minutes, then diluted with Et2O (150 mL). The organic fraction was separated, washed with water (100 mL), then brine (100 mL), dried (Na2SO4), filtered and concentrated in vacuo to give the title compound (3.5 g, 44%) as a brown oil that was used without further purification. δH (DMSO-d6) 8.14 (1H, d, J 1.8 Hz), 7.70 (1H, dd, J 8.3 and 1.8 Hz), 6.75 (1H, d, J 8.3 Hz), 6.10 (2H, s), 2.41 (3H, s). LCMS (ES+) 261 (M)+, 283 (M+Na)+, RT 3.026 minutes (Method 4).

후처리

  1. customThe organic fraction was separated
  2. washwashed with water (100 mL)
  3. dry with materialbrine (100 mL), dried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-eea59f3c349b4ae396481a41ffc5b60e
출처 데이터셋
uspto-grants-2012_05
특허 번호
US08168634B2

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