Phosphorus oxychloride → 2-Chloroquinolin-8-ol

HRID 730733노트

반응식

HRID 730733 반응식
O[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([OH:12])[CH:6]=[CH:7][CH:8]=2)[N:3]=1.P(Cl)(Cl)([Cl:15])=O>[NH4+].[OH-]>[Cl:15][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[C:5]([OH:12])[CH:6]=[CH:7][CH:8]=2)[N:3]=1

참가 물질

4

반응물 2

HCID 24813Phosphorus oxychlorideHCID 178515617HCID 178515617, 화합물

생성물 1

HCID 2748782-Chloroquinolin-8-ol

시약·촉매·용매 1

HCID 14923Ammonium Hydroxide용매

반응 조건

온도
100 °C

실험 절차

A mixture of 2,8-dihydroxyquinoline (4 g, 24.8 mmol, Fluka) and phosphorus oxychloride (20 mL, Aldrich) was stirred at 100° C. for 1 h. The clear solution was cooled to room temperature and poured slowly with stirring into a mixture of NH4OH (150 mL) and crushed ice (200 g). The white solid that precipitated was filtered, dissolved in concentrated HCl (200 mL) and stirred at 100° C. for 1 h. Neutralization of the cooled to room temperature acid solution with NH4OH afforded white precipitate, which was filtered, washed with water and dried to give the title compound as a white solid. MS (ESI, pos. ion) m/z: 180 (M+1).

후처리

  1. temperatureThe clear solution was cooled to room temperature
  2. additionpoured slowly
  3. customThe white solid that precipitated
  4. filtrationwas filtered
  5. dissolutiondissolved in concentrated HCl (200 mL)
  6. stirringstirred at 100° C. for 1 h
  7. temperatureNeutralization of the cooled to room temperature acid solution with NH4OH afforded white precipitate, which
  8. filtrationwas filtered
  9. washwashed with water
  10. customdried

출처 및 근거

ORD 기록
ord-de19be1e8d5a4ca0b95dd33164587ac9
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07582761B2

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