Carbon Dioxide → Pranoprofen

HRID 1579452

反応式

HRID 1579452 の反応式
[Mg].Br[CH:3]([C:5]1[CH:6]=[CH:7][C:8]2[O:17][C:12]3=[N:13][CH:14]=[CH:15][CH:16]=[C:11]3[CH2:10][C:9]=2[CH:18]=1)[CH3:4].[C:19](=[O:21])=[O:20].Cl>O1CCCC1>[N:13]1[CH:14]=[CH:15][CH:16]=[C:11]2[CH2:10][C:9]3[CH:18]=[C:5]([CH:3]([CH3:4])[C:19]([OH:21])=[O:20])[CH:6]=[CH:7][C:8]=3[O:17][C:12]=12

参加物

6

反応物 4

HCID 280Carbon DioxideHCID 313Hydrochloric AcidHCID 5462224MagnesiumHCID 215685127-(1-bromoethyl)-5H-[1]benzopyrano[2,3-b]pyridine

生成物 1

HCID 4888Pranoprofen

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

A Grignard reagent is prepared from 0.31 g of metallic magnesium and 2.9 g of 7-(1-bromoethyl)-5H-[1]benzopyrano[2,3-b]pyridine in 10 ml of anhydrous tetrahydrofuran. To the Grignard reagent is added a large excess of dry ice. The mixture is allowed to stand overnight, and then poured into diluted hydrochloric acid. The precipitate is filtered off, and added to an aqueous sodium bicarbonate solution. An insoluble material is removed by filtration, and the filtrate is made acid with acetic acid. The resulting white crystals are collected and recrystallized from aqueous dioxane to give 2-(5H-[1]benzopyrano[2,3-b]pyridin-7-yl)propionic acid melting at 182.5°-183.5°C.

後処理

  1. filtrationThe precipitate is filtered off
  2. additionadded to an aqueous sodium bicarbonate solution
  3. customAn insoluble material is removed by filtration
  4. customThe resulting white crystals are collected
  5. customrecrystallized from aqueous dioxane

出典と根拠

ORDレコード
ord-776d6af16a82404cb92ca609a591bc22
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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