Phosphorus oxychloride → 2-Chloro-8-methylquinoline

HRID 1626425노트

반응식

HRID 1626425 반응식
[CH3:1][C:2]1[CH:3]=[CH:4][CH:5]=[C:6]2[C:11]=1[N+:10]([O-])=[CH:9][CH:8]=[CH:7]2.P(Cl)(Cl)([Cl:15])=O>C1(C)C=CC=CC=1>[Cl:15][C:9]1[CH:8]=[CH:7][C:6]2[C:11](=[C:2]([CH3:1])[CH:3]=[CH:4][CH:5]=2)[N:10]=1

참가 물질

4

반응물 2

HCID 24813Phosphorus oxychlorideHCID 12488418Quinoline, 8-methyl-, 1-oxide

생성물 1

HCID 215401952-Chloro-8-methylquinoline수율 81.5%

시약·촉매·용매 1

HCID 1140Toluene용매

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온도
80 °C

실험 절차

To a solution of 8-methylquinoline 1-oxide (0.440 g, 2.764 mmol) in toluene (10 ml) was added phosphoryl trichloride (1.265 ml, 13.82 mmol), and the reaction was heated to 80° C. for 2 hours. The reaction was cooled to ambient temperature and concentrated. The crude material was taken up in EtOAc and washed with saturated sodium bicarbonate and saturated sodium chloride. The organic layer was dried over anhydrous sodium sulfate, filtered, and concentrated to yield the desired compound (0.4 g, 2.252 mmol, 81.47% yield).

후처리

  1. temperatureThe reaction was cooled to ambient temperature
  2. concentrationconcentrated
  3. washwashed with saturated sodium bicarbonate and saturated sodium chloride
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-d263980c4bda4320b5b4930f4bff2cf5
출처 데이터셋
uspto-grants-2014_07
특허 번호
US08785445B2

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