Triethylamine → HCID 66654500、化合物

HRID 517737ノート

反応式

HRID 517737 の反応式
C(N(CC)CC)C.[NH2:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[C:11]([O:17][C:18]([F:21])([F:20])[F:19])[CH:10]=1.[C:22]([O:25][CH2:26][C:27](Cl)=[O:28])(=[O:24])[CH3:23]>C(Cl)Cl>[C:22]([O:25][CH2:26][C:27]([NH:8][C:9]1[CH:16]=[CH:15][C:12]([C:13]#[N:14])=[C:11]([O:17][C:18]([F:19])([F:20])[F:21])[CH:10]=1)=[O:28])(=[O:24])[CH3:23]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 26297Acetoxyacetyl chlorideHCID 230681124-amino-2-(trifluoromethoxy)benzonitrile2 回

生成物 1

HCID 66654500HCID 66654500、化合物収率 83.2%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

Triethylamine (6.5 g, 64.2 mmol) was added to a stirred solution of 4-amino-2-[(trifluoromethyl)oxy]benzonitrile (Intermediate 51, 6.5 g, 32.2 mmol) in DCM (100 mL) at 0° C. and the mixture was stirred for 15 min. Chloro-2-oxoethyl acetate (5.2 g, 38.1 mmol) was added at 0° C. and stirring was continued for 4 hr at room temperature. The reaction mixture was diluted with DCM and washed with ice-water, saturated aq. NaHCO3 solution and brine solution, dried over anhydrous Na2SO4 and concentrated under reduced pressure to afford the crude product. This was purified by column chromatography (100-200 mesh silica gel), eluting with 30% EtOAc/pet ether to give the title compound (8.10 g).

後処理

  1. stirringstirring
  2. waitwas continued for 4 hr at room temperature
  3. washwashed with ice-water, saturated aq. NaHCO3 solution and brine solution
  4. dry with materialdried over anhydrous Na2SO4
  5. concentrationconcentrated under reduced pressure
  6. customto afford the crude product
  7. customThis was purified by column chromatography (100-200 mesh silica gel)
  8. washeluting with 30% EtOAc/pet ether

出典と根拠

ORDレコード
ord-4c1b513b8d5942c2b49bcf8582102131
出典データセット
uspto-grants-2015_08
特許番号
US09115132B2

反応ノート

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