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

HRID 1022405노트

반응식

HRID 1022405 반응식
[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

참가 물질

6

반응물 4

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

생성물 1

HCID 124274592'-Benzoyl-2,2,2-trichloro-4'-trifluoromethylacetanilide수율 91.6%

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

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).

후처리

  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)

출처 및 근거

ORD 기록
ord-3bd280411555419d825f5a63dddf9eee
출처 데이터셋
uspto-grants-2014_05
특허 번호
US08722580B2

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