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

HRID 923275ノート

反応式

HRID 923275 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-285de5041cb44758b2992b72115c0219
出典データセット
uspto-grants-2016_03
特許番号
US09278969B2

反応ノート

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