Water → 2'-Benzoyl-2,2,2-trichloro-4'-trifluoromethylacetanilide

HRID 1022405ノート

反応式

HRID 1022405 の反応式
[NH2:1][C:2]1[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][C:3]=1[C:4]([C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:5].C(N(CC)CC)C.[Cl:27][C:28]([Cl:33])([Cl:32])[C:29](Cl)=[O:30].O>C(Cl)(Cl)Cl>[C:4]([C:3]1[CH:12]=[C:13]([C:16]([F:17])([F:18])[F:19])[CH:14]=[CH:15][C:2]=1[NH:1][C:29](=[O:30])[C:28]([Cl:33])([Cl:32])[Cl:27])(=[O:5])[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

参加物

6

反応物 4

HCID 962WaterHCID 6420Trichloroacetyl chlorideHCID 8471TriethylamineHCID 13014169(2-Amino-5-(trifluoromethyl)phenyl)(phenyl)methanone

生成物 1

HCID 124274592'-Benzoyl-2,2,2-trichloro-4'-trifluoromethylacetanilide収率 91.6%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

To a solution of 762 mg of 2-amino-5-trifluoromethylbenzophenone in 10 ml of chloroform was added dropwise 349 mg of triethylamine, and then 627 mg of trichloroacetyl chloride was added dropwise under ice-cooling. After stirring at the same temperature for 30 minutes, 50 ml of water was added, thereby separating the solution. The organic layer was collected and then concentrated. The resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=5:1) to obtain 1.08 g of 2′-benzoyl-2,2,2-trichloro-4′-trifluoromethylacetanilide. 1H NMR (CDCl3): 7.53-7.58 (2H, m), 7.66-7.75 (3H, m), 7.90-7.95 (2H, m), 8.81 (1H, d, J=8.6 Hz), 12.38 (1H, br. s).

後処理

  1. temperaturecooling
  2. customseparating the solution
  3. customThe organic layer was collected
  4. concentrationconcentrated
  5. customThe resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=5:1)

出典と根拠

ORDレコード
ord-3bd280411555419d825f5a63dddf9eee
出典データセット
uspto-grants-2014_05
特許番号
US08722580B2

反応ノート

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