Ethoxalyl chloride → Ethyl 2-(4-chloro-3-fluorophenylamino)-2-oxoacetate

HRID 626609ノート

反応式

HRID 626609 の反応式
[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=1[F:9].Cl[C:11](=[O:17])[C:12]([O:14][CH2:15][CH3:16])=[O:13]>C(Cl)Cl>[Cl:1][C:2]1[CH:8]=[CH:7][C:5]([NH:6][C:11](=[O:17])[C:12]([O:14][CH2:15][CH3:16])=[O:13])=[CH:4][C:3]=1[F:9]

参加物

4

反応物 2

HCID 20884Ethoxalyl chlorideHCID 27365114-Chloro-3-fluoroaniline

生成物 1

HCID 57523348Ethyl 2-(4-chloro-3-fluorophenylamino)-2-oxoacetate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

反応条件

温度
0 °C

実験手順

TEA (2.28 g, 0.023 mol) was added at once to a solution of 3 g (0.0206 mol) 4-chloro-3-fluoroaniline in 50 ml of DCM and then ethyl 2-chloro-2-oxoacetate (2.81 g, 0.0206 mol) was added dropwise at 0° C. Reaction mixture was stirred at 0° C. for 1 h and then continued at room temperature (RT) for 6 h. The mixture was washed with 25% aqueous solution of K2CO3 (2×50 ml) and water (50 ml). The product was dried over Na2SO4 and evaporated. The residue was washed with ether and dried on the air to give ethyl 2-(4-chloro-3-fluorophenylamino)-2-oxoacetate (2′) (3.97 g, 78.6%) as a white powder; LC-MS (APCI+) m/z: calcd for C18H8CIFNO3: 245.03. found: 245 (M+H+).

後処理

  1. customReaction mixture
  2. customcontinued at room temperature
  3. custom(RT)
  4. customfor 6 h
  5. washThe mixture was washed with 25% aqueous solution of K2CO3 (2×50 ml) and water (50 ml)
  6. dry with materialThe product was dried over Na2SO4
  7. customevaporated
  8. washThe residue was washed with ether
  9. customdried on the air

出典と根拠

ORDレコード
ord-1a5f8bac1e57414091643d19ac1386c4
出典データセット
uspto-grants-2016_04
特許番号
US09309237B2

反応ノート

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