5-(2-Phenyleth-1-Ynyl)Nicotinic Acid → 5-Phenethylpyridine-3-carboxylic acid

HRID 489593

反応式

HRID 489593 の反応式
[C:1]1([C:7]#[C:8][C:9]2[CH:10]=[C:11]([C:15]([OH:17])=[O:16])[CH:12]=[N:13][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>O1CCCC1.[Pd]>[C:1]1([CH2:7][CH2:8][C:9]2[CH:10]=[C:11]([C:15]([OH:17])=[O:16])[CH:12]=[N:13][CH:14]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

参加物

4

反応物 1

HCID 27792365-(2-Phenyleth-1-Ynyl)Nicotinic Acid

生成物 1

HCID 222659615-Phenethylpyridine-3-carboxylic acid収率 98.9%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8028Tetrahydrofuran溶媒

実験手順

A solution of 5-phenylethynyl-pyridine-3-carboxylic acid (2 g, 8.9 mmol) in tetrahydrofuran (50 ml) was treated with 10% palladium on carbon (200 mg) and stirred at ambient temperature under an atmosphere of hydrogen for 5 hours. The reaction mixture was filtered through a short pad of hyflo and the filtrate was concentrated under vacuum to give 5-phenylethyl-pyridine-3-carboxylic acid as white solid (2 g). 1H NMR [(CD3)2SO, 500 MHz]: δ 8.90 (m, 1H), 8.60 (m, 1H), 8.12 (m, 1H), 7.21 (m, 5H), 3.38 (br s, 1H), 2.95 (m, 4H).

後処理

  1. filtrationThe reaction mixture was filtered through a short pad of hyflo
  2. concentrationthe filtrate was concentrated under vacuum

出典と根拠

ORDレコード
ord-ac7ecc2abb334dcb8f84ef2548baf1aa
出典データセット
uspto-grants-2005_12
特許番号
US06977263B2

関連ノート

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