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

HRID 987007

반응식

HRID 987007 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 3776Isopropanol용매2회

반응 조건

온도
40 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-5c514f623e7d418ba1dfdce3b83ddd22
출처 데이터셋
uspto-grants-2003_10
특허 번호
US06630494B2

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