Thionyl Chloride → 1-(2-Bromobenzyl)-5-(3-chloropropyl)-1H-imidazole

HRID 76894ノート

反応式

HRID 76894 の反応式
O=S(Cl)[Cl:3].[Br:5][C:6]1[CH:21]=[CH:20][CH:19]=[CH:18][C:7]=1[CH2:8][N:9]1[C:13]([CH2:14][CH2:15][CH2:16]O)=[CH:12][N:11]=[CH:10]1>C(Cl)Cl>[Br:5][C:6]1[CH:21]=[CH:20][CH:19]=[CH:18][C:7]=1[CH2:8][N:9]1[C:13]([CH2:14][CH2:15][CH2:16][Cl:3])=[CH:12][N:11]=[CH:10]1

参加物

4

反応物 2

HCID 24386Thionyl ChlorideHCID 588271793-[3-(2-Bromobenzyl)-3H-imidazole-4-yl]propan-1-ol

生成物 1

HCID 588270851-(2-Bromobenzyl)-5-(3-chloropropyl)-1H-imidazole

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

To a solution of SOCl2 (0.55 mL, 7.54 mmol) in CH2Cl2 (15 mL) at 0° C. is added 3-[3-(2-bromobenzyl)-3H-imidazol-4-yl]propan-1-ol in portion and the resulting white suspension is refluxed for 1.5 h. The mixture is cooled with ice and collected to give a buff-colored solid, which is partitioned between CH2Cl2 and saturated aqueous NaHCO3. The organic layer is washed with brine, dried over anhydrous Na2SO4, and concentrated to give an oil. MS (ESI) m/z 313 (M+H).

後処理

  1. temperaturethe resulting white suspension is refluxed for 1.5 h
  2. temperatureThe mixture is cooled with ice
  3. customcollected
  4. customto give a buff-colored solid, which
  5. customis partitioned between CH2Cl2 and saturated aqueous NaHCO3
  6. washThe organic layer is washed with brine
  7. dry with materialdried over anhydrous Na2SO4
  8. concentrationconcentrated
  9. customto give an oil

出典と根拠

ORDレコード
ord-f4de1c287e1b46829b084cd1e6f515ed
出典データセット
uspto-grants-2014_09
特許番号
US08835646B2

反応ノート

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