2-(5H-[1]benzopyrano[2,3-b]pyridin-7-yl)acrylic acid → Pranoprofen

HRID 1579450

反応式

HRID 1579450 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]2[CH2:7][C:8]3[CH:14]=[C:13]([C:15](=[CH2:19])[C:16]([OH:18])=[O:17])[CH:12]=[CH:11][C:9]=3[O:10][C:2]=12.[H][H]>[OH-].[Na+].[Ni]>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]2[CH2:7][C:8]3[CH:14]=[C:13]([CH:15]([CH3:19])[C:16]([OH:18])=[O:17])[CH:12]=[CH:11][C:9]=3[O:10][C:2]=12

参加物

5

反応物 2

HCID 215685052-(5H-[1]benzopyrano[2,3-b]pyridin-7-yl)acrylic acidHCID 178418361HCID 178418361、化合物2 回

生成物 1

HCID 4888Pranoprofen収率 71.4%

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 14798Sodium Hydroxide溶媒

実験手順

2.5 g of 2-(5H-[1]benzopyrano[2,3-b]pyridin-7-yl)acrylic acid is dissolved in 20 ml of 0.5 N aqueous sodium hydroxide soution, and 1 g of Raney nickel is added. The solution is stirred in a hydrogen stream at ordinary pressure and temperature until absorption of 230 ml of hydrogen is attained. The Raney nickel is removed by filtration, and the filtrate is neutralized with hydrochloric acid. The resulting crystalline precipitate is filtered off, washed with water, and recrystallized from aqueous dioxane to give 1.8 g of 2-(5H-[1]benzopyrano[2,3-b]pyridin-7-yl)propionic acid melting at 183°-184°C.

後処理

  1. customThe Raney nickel is removed by filtration
  2. filtrationThe resulting crystalline precipitate is filtered off
  3. washwashed with water
  4. customrecrystallized from aqueous dioxane

出典と根拠

ORDレコード
ord-92d2f7606fb943c0a1da4ca1852ba987
出典データセット
uspto-grants-1976_01
特許番号
US03931205

関連ノート

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