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

HRID 1283596노트

반응식

HRID 1283596 반응식
[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]

참가 물질

5

반응물 3

HCID 14797Potassium HydroxideHCID 684742-Acetylbenzoic acidHCID 69637Diethyl bromomalonate

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-e817eef605554407a79538ee2289fed7
출처 데이터셋
uspto-grants-1976_08
특허 번호
US03975535

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