Acetic Acid → 2-Methoxyethyl 2-acetyl-3-(2-fluorophenyl)-2-propenoate

HRID 987006

反応式

HRID 987006 の反応式
[F:1][C:2]1[CH:9]=[CH:8][CH:7]=[CH:6][C:3]=1[CH:4]=O.[C:10]([O:16][CH2:17][CH2:18][O:19][CH3:20])(=[O:15])[CH2:11][C:12]([CH3:14])=[O:13].N1CCCCC1.C(O)(=O)C>C(O)(C)C>[C:12]([C:11](=[CH:4][C:3]1[CH:6]=[CH:7][CH:8]=[CH:9][C:2]=1[F:1])[C:10]([O:16][CH2:17][CH2:18][O:19][CH3:20])=[O:15])(=[O:13])[CH3:14]

参加物

6

反応物 4

HCID 176Acetic AcidHCID 8082PiperidineHCID 67970o-FluorobenzaldehydeHCID 897342-Methoxyethyl acetoacetate

生成物 1

HCID 599577782-Methoxyethyl 2-acetyl-3-(2-fluorophenyl)-2-propenoate収率 70.4%

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

10 g (80 mmol) of 2-fluorobenzaldehyde are dissolved in 200 ml of isopropanol with 13 g (80 mmol) of 2-methoxyethyl acetoacetate. A freshly prepared solution of 1.0 ml of piperidine and 0.5 ml of glacial acetic acid in 10 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 300 ml of silica gel (eluent: toluene/ethyl acetate 100:1-10:1) to give 15 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 300 ml of silica gel (eluent: toluene/ethyl acetate 100:1-10:1)

出典と根拠

ORDレコード
ord-e157382722aa497aa3878591b7f42665
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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