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

HRID 489921

反応式

HRID 489921 の反応式
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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-f9ced75ef53c4362afa8e12efbbe0011
出典データセット
uspto-grants-2005_12
特許番号
US06979686B1

関連ノート

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