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

HRID 885926ノート

反応式

HRID 885926 の反応式
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]

参加物

7

反応物 3

HCID 7468p-AminoacetophenoneHCID 10112Calcium CarbonateHCID 24640Iodine chloride

生成物 1

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

試薬・触媒・溶媒 3

HCID 887Methanol溶媒2 回HCID 962Water溶媒HCID 3283Diethyl Ether溶媒

実験手順

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 5).

後処理

  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

出典と根拠

ORDレコード
ord-7479d65ae27a4ec8b019a22d89d086b0
出典データセット
uspto-grants-2012_08
特許番号
US08242116B2

反応ノート

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