Phosphorus oxychloride → HCID 58466468, 화합물

HRID 1668957노트

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HRID 1668957 반응식
[I:1][C:2]1[C:11]([CH3:12])=[CH:10][CH:9]=[C:8]2[C:3]=1[CH:4]=[CH:5][NH:6][C:7]2=O.P(Cl)(Cl)([Cl:16])=O>>[Cl:16][C:7]1[C:8]2[C:3](=[C:2]([I:1])[C:11]([CH3:12])=[CH:10][CH:9]=2)[CH:4]=[CH:5][N:6]=1

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 44479177HCID 44479177, 화합물

생성물 1

HCID 58466468HCID 58466468, 화합물수율 93.9%

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온도
100 °C

실험 절차

5-Iodo-6-methylisoquinolin-1(2H)-one (2.00 g, 7.02 mmol) was treated with phosphorous oxychloride (6.54 ml, 70.2 mmol) and the mixture stirred at 100° C. for 4 hours. The mixture was cooled and the volatiles removed in vacuo. The residue was taken up in DCM and washed twice with cold water and then twice with saturated aqueous sodium bicarbonate. The organic was dried with sodium sulfate, loaded unto silica and purified by column chromatography on silica gel using 20 to 60% EA in hexanes to give 1-chloro-5-iodo-6-methylisoquinoline (2.00 g, 93.9% yield) as a tan solid. MS (M+H)+ 303.7.

후처리

  1. temperatureThe mixture was cooled
  2. customthe volatiles removed in vacuo
  3. washwashed twice with cold water
  4. dry with materialThe organic was dried with sodium sulfate
  5. custompurified by column chromatography on silica gel using 20 to 60% EA in hexanes

출처 및 근거

ORD 기록
ord-639daddec8a445758423377209bb10cd
출처 데이터셋
uspto-grants-2011_08
특허 번호
US07989461B2

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