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

HRID 1283596ノート

反応式

HRID 1283596 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 and poured into iced water (1 litre). 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 litre)
  13. filtrationFiltration

出典と根拠

ORDレコード
ord-e817eef605554407a79538ee2289fed7
出典データセット
uspto-grants-1976_08
特許番号
US03975535

反応ノート

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