Acetic Acid → 2-Methoxyethyl 2-acetyl-3-(2,4-difluorophenyl)-2-propenoate

HRID 987007

反応式

HRID 987007 の反応式
[F:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.[C:11]([O:17][CH2:18][CH2:19][O:20][CH3:21])(=[O:16])[CH2:12][C:13]([CH3:15])=[O:14].N1CCCCC1.C(O)(=O)C>C(O)(C)C>[C:13]([C:12](=[CH:4][C:3]1[CH:6]=[CH:7][C:8]([F:10])=[CH:9][C:2]=1[F:1])[C:11]([O:17][CH2:18][CH2:19][O:20][CH3:21])=[O:16])(=[O:14])[CH3:15]

参加物

6

反応物 4

HCID 176Acetic AcidHCID 8082PiperidineHCID 737702,4-DifluorobenzaldehydeHCID 897342-Methoxyethyl acetoacetate

生成物 1

HCID 543348912-Methoxyethyl 2-acetyl-3-(2,4-difluorophenyl)-2-propenoate収率 50.3%

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒2 回

反応条件

温度
40 °C

実験手順

5.0 g (35 mmol) of 2,4-difluorobenzaldehyde are dissolved in 100 ml of isopropanol with 5.7 g (35 mmol) of 2-methoxyethyl acetoacetate. A freshly prepared solution of 1.0 ml of piperidine and 0.5 ml of glacial acetic acid in 5 ml of isopropanol is added to this solution and it is stirred overnight at 40° C. The mixture is concentrated, the residue is taken up in toluene, the solution is concentrated again and the residue is purified by filtration on 100 ml of silica gel (eluent: toluene/ethyl acetate 100:1) to give 5 g of the target compound as a yellow oil which is immediately reacted further.

後処理

  1. concentrationThe mixture is concentrated
  2. concentrationthe solution is concentrated again
  3. filtrationthe residue is purified by filtration on 100 ml of silica gel (eluent: toluene/ethyl acetate 100:1)

出典と根拠

ORDレコード
ord-5c514f623e7d418ba1dfdce3b83ddd22
出典データセット
uspto-grants-2003_10
特許番号
US06630494B2

関連ノート

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