Phosphorus oxychloride → HCID 58466468、化合物

HRID 2092315ノート

反応式

HRID 2092315 の反応式
[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

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 44479177HCID 44479177、化合物

生成物 1

HCID 58466468HCID 58466468、化合物収率 93.9%

反応条件

温度
100 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-245787887c8242d1a377dacc23a39b6a
出典データセット
uspto-grants-2013_05
特許番号
US08440674B2

反応ノート

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