Ethyl Acetoacetate → Ethyl 2-(5,6-Diphenyl-1,2,4-triazin-3-yl)acetate

HRID 12564

反応式

HRID 12564 の反応式
[H-].[Na+].[C:3]([O:9][CH2:10][CH3:11])(=[O:8])[CH2:4][C:5](C)=O.CS(C1[N:17]=[N:18][C:19]([C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)=[C:20]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[N:21]=1)(=O)=O>C1COCC1>[C:22]1([C:20]2[N:21]=[C:5]([CH2:4][C:3]([O:9][CH2:10][CH3:11])=[O:8])[N:17]=[N:18][C:19]=2[C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1

参加物

5

反応物 3

HCID 8868Ethyl AcetoacetateHCID 24758Sodium hydrideHCID 129154813-(Methanesulfonyl)-5,6-diphenyl-1,2,4-triazine2 回

生成物 1

HCID 12915487Ethyl 2-(5,6-Diphenyl-1,2,4-triazin-3-yl)acetate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
60 °C

実験手順

To a suspension of NaH (41 mg, 1.61 mmol) in THF (2 ml) at 0° C. was added ethyl acetoacetate (105 mg. 0.80 mmol) dropwise. After the mixture was stirred for 15 min, a solution of 3-(methylsulfonyl)-5,6-diphenyl-1,2,4-triazine (Compound 87) (250 mg, 0.80 mmol) in THF (3 ml) was cannulated into the solution, and the resulting solution was heated to 60° C. for 2 hours. The reaction was then quenched with water. The product was extracted with ethyl acetate. The organic layer was washed with water, and brine, and dried over Na2SO4. The filtered solvent was concentrated in vacuo, and the residue was purified by silica gel chromatography (20% ethyl acetate in hexane) to give title compound as a solid.

後処理

  1. customThe reaction was then quenched with water
  2. extractionThe product was extracted with ethyl acetate
  3. washThe organic layer was washed with water, and brine
  4. dry with materialdried over Na2SO4
  5. concentrationThe filtered solvent was concentrated in vacuo
  6. customthe residue was purified by silica gel chromatography (20% ethyl acetate in hexane)

出典と根拠

ORDレコード
ord-b001ef4de7204123bc89d9ca3f7063f6
出典データセット
uspto-grants-2010_06
特許番号
US07728014B2

関連ノート

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