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

HRID 987006

반응식

HRID 987006 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 3776Isopropanol용매2회

반응 조건

온도
40 °C

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-e157382722aa497aa3878591b7f42665
출처 데이터셋
uspto-grants-2003_10
특허 번호
US06630494B2

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