Hydrochloric Acid → 4-Hydroxy-o-toluic acid

HRID 484054

반응식

HRID 484054 반응식
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])C)=[C:4]([CH3:11])[CH:3]=1.II.[OH-:14].[Na+].Cl>N1C=CC=CC=1.CCOCC>[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([OH:10])=[O:14])=[C:4]([CH3:11])[CH:3]=1

참가 물질

7

반응물 4

HCID 313Hydrochloric AcidHCID 807IodineHCID 14798Sodium HydroxideHCID 701334-Hydroxy-2-methylacetophenone

생성물 1

HCID 684754-Hydroxy-o-toluic acid

시약·촉매·용매 2

HCID 1049Pyridine용매HCID 3283Diethyl Ether용매

반응 조건

온도
100 °C

실험 절차

4'-Hydroxy-2'-methylacetophenone (15 gm, 0.1 mol) was dissolved in pyridine and iodine (25.4 gm) was added. This mixture was heated to 100° C. for 1 hr and then allowed to stand at room temperature overnight. A thick precipitate was obtained and the mixture was diluted with Et2O before filtering. The solid so obtained was added to 5N NaOH (200 ml) and heated on the steam bath for 1 hr before being cooled and acidified with HCl. This mixture was extracted twice with Et2O and the pooled organic layers were washed with brine, dried over Na2SO4, filtered and evaporated to dryness. The residue was crystallized from Et2O-hexane to give 9.8 gm of the title compound as a solid.

후처리

  1. customA thick precipitate was obtained
  2. filtrationbefore filtering
  3. customThe solid so obtained
  4. temperatureheated on the steam bath for 1 hr
  5. temperaturebefore being cooled
  6. extractionThis mixture was extracted twice with Et2O
  7. washthe pooled organic layers were washed with brine
  8. dry with materialdried over Na2SO4
  9. filtrationfiltered
  10. customevaporated to dryness
  11. customThe residue was crystallized from Et2O-hexane

출처 및 근거

ORD 기록
ord-0b8061fbc29f44b593d20e2d854fc248
출처 데이터셋
uspto-grants-1993_07
특허 번호
US05229381

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