Hydrochloric Acid → 2-(5-oxo-5H-chromeno[2,3-b]pyridin-7-yl)propanoic acid

HRID 1579447ノート

反応式

HRID 1579447 の反応式
[C:1]([C:3]([C:10]1[CH:11]=[CH:12][C:13]2[O:22][C:17]3=[N:18][CH:19]=[CH:20][CH:21]=[C:16]3[C:15](=[O:23])[C:14]=2[CH:24]=1)(C)[C:4]([O:6]CC)=[O:5])#N.Cl>C(O)(=O)C>[O:23]=[C:15]1[C:16]2[C:17](=[N:18][CH:19]=[CH:20][CH:21]=2)[O:22][C:13]2[CH:12]=[CH:11][C:10]([CH:3]([CH3:1])[C:4]([OH:6])=[O:5])=[CH:24][C:14]1=2

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 21568519Ethyl 2-cyano-2-(5-oxo-5H-[1]benzopyrano[2,3-b]pyridin-7-yl)propanoate

生成物 1

HCID 122741862-(5-oxo-5H-chromeno[2,3-b]pyridin-7-yl)propanoic acid収率 79.8%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

A mixture of 16.5 g of ethyl 2-cyano-2-(5-oxo-5H-[1]benzopyrano-[2,3-b]pyridin-7-yl)propionate, 80 ml of acetic acid and 35 ml of concentrated hydrochloric acid is heated under reflux for 24 hours. After concentration, water is added to the residue, and further a 10% sodium hydroxide solution is added to dissolve the residue. An insoluble material is removed by extraction with chloroform. The aqueous layer is made acid with acetic acid, and the crystalline precipitate is collected and recrystallized from aqueous dioxane to give 11 g of 2-(5-oxo-5H-[1]benzopyrano[2,3-b]pyridin-7-yl)propionic acid as white needles melting at 194°-195°C.

後処理

  1. temperatureis heated
  2. temperatureunder reflux for 24 hours
  3. concentrationAfter concentration, water
  4. additionis added to the residue
  5. additionfurther a 10% sodium hydroxide solution is added
  6. dissolutionto dissolve the residue
  7. customAn insoluble material is removed by extraction with chloroform
  8. customthe crystalline precipitate is collected
  9. customrecrystallized from aqueous dioxane

出典と根拠

ORDレコード
ord-af16e595e58d40709ffa73c54e7cb429
出典データセット
uspto-grants-1976_01
特許番号
US03931205

反応ノート

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