Piperidine → 4-(3-Fluoro-4-methoxylphenyl)-3-pyridyl-3-butene-2-one

HRID 489921

반응식

HRID 489921 반응식
N1C=C[C:4]([CH2:7][C:8](=[O:10])[CH3:9])=CC=1.[F:11][C:12]1[CH:13]=[C:14]([CH:17]=[CH:18][C:19]=1[O:20][CH3:21])C=O.[NH:22]1[CH2:27][CH2:26][CH2:25][CH2:24][CH2:23]1>C1(C)C=CC=CC=1>[F:11][C:12]1[CH:13]=[C:14]([C:25]2[CH:26]=[CH:27][N:22]=[CH:23][C:24]=2[CH2:9][C:8](=[O:10])[CH:7]=[CH2:4])[CH:17]=[CH:18][C:19]=1[O:20][CH3:21]

참가 물질

5

반응물 3

HCID 8082PiperidineHCID 676963-Fluoro-p-anisaldehydeHCID 805524-Pyridinylacetone

생성물 1

HCID 693731484-(3-Fluoro-4-methoxylphenyl)-3-pyridyl-3-butene-2-one수율 393.2%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A solution of 4-pyridylacetone (1.0 g, 7.4 mmol), 3-fluoro-p-anisaldehyde (1.25 g, 8.1 mmol), and piperidine (0.13 g, 1.5 mmol) in toluene (50 ml) was heated to reflux. After 18 hours, the reaction was cooled to room temperature and the solvent was removed under reduced pressure. The crude product (3.0 g) was purified by column chromatography (silica gel, 65:35 ethyl acetate/hexane) to give 4-(3-fluoro-4-methoxylphenyl) -3-pyridyl-3-butene-2-one as a pale yellow solid (1.60 g, 80%).

후처리

  1. customthe solvent was removed under reduced pressure
  2. customThe crude product (3.0 g) was purified by column chromatography (silica gel, 65:35 ethyl acetate/hexane)

출처 및 근거

ORD 기록
ord-f9ced75ef53c4362afa8e12efbbe0011
출처 데이터셋
uspto-grants-2005_12
특허 번호
US06979686B1

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