Potassium Hydroxide → 4-Methyl-1-oxo-1H-2-benzopyran-3-carboxylic acid

HRID 259253ノート

反応式

HRID 259253 の反応式
[C:1]([C:4]1[CH:12]=[CH:11][CH:10]=[CH:9][C:5]=1[C:6]([OH:8])=[O:7])(=O)[CH3:2].Br[CH:14](C(OCC)=O)[C:15]([O:17]CC)=[O:16].[OH-].[K+]>C(O)C>[CH3:2][C:1]1[C:4]2[C:5](=[CH:9][CH:10]=[CH:11][CH:12]=2)[C:6](=[O:7])[O:8][C:14]=1[C:15]([OH:17])=[O:16]

参加物

5

反応物 3

HCID 14797Potassium HydroxideHCID 684742-Acetylbenzoic acidHCID 69637Diethyl bromomalonate

生成物 1

HCID 123882954-Methyl-1-oxo-1H-2-benzopyran-3-carboxylic acid

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A mixture of 2- acetylbenzoic acid (6.21g), diethyl bromomalonate (9.0g.) and potassium hydroxide (2.12g.) in ethanol (50ml.) was heated under reflux for 6 hours. The cooled mixture was evaporated to dryness, water (100ml.) added and extracted with ether. The combined ethereal extracts were washed with water, dried and evaporated to dryness. The residue was heated under reflux with a mixture of concentrated hydrochloric acid (160ml.) -- acetic acid (100ml.) for two hours, cooled poured into iced water (1 liter). Filtration gave the product as a white solid, mp. 250° -2°, (lit mp. 248° -9°) (Found: C, 64.59; H, 4.01. C11H8O4 requires C, 64.70; H, 3.95).

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 6 hours
  3. customThe cooled mixture was evaporated to dryness, water (100ml.)
  4. additionadded
  5. extractionextracted with ether
  6. washThe combined ethereal extracts were washed with water
  7. customdried
  8. customevaporated to dryness
  9. temperatureThe residue was heated
  10. temperatureunder reflux with a mixture of concentrated hydrochloric acid (160ml.)
  11. temperaturecooled
  12. additionpoured into iced water (1 liter)
  13. filtrationFiltration

出典と根拠

ORDレコード
ord-1a9e4bed730a48dfb4c25b62fccca76d
出典データセット
uspto-grants-1977_07
特許番号
US04036964

反応ノート

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