Diisobutylaluminum hydride → HCID 22285566、化合物

HRID 1062441ノート

反応式

HRID 1062441 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]([C:18]2[CH:23]=[CH:22][C:21]([Cl:24])=[CH:20][CH:19]=2)[CH:10]=[C:11]([C:13](OCC)=[O:14])[N:12]=1.CC(C[AlH]CC(C)C)C>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[N:9]([C:18]2[CH:19]=[CH:20][C:21]([Cl:24])=[CH:22][CH:23]=2)[CH:10]=[C:11]([CH:13]=[O:14])[N:12]=1

参加物

4

反応物 2

HCID 14487Diisobutylaluminum hydrideHCID 22285380HCID 22285380、化合物

生成物 1

HCID 22285566HCID 22285566、化合物収率 38.3%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒2 回

実験手順

To a solution of ethyl 2-(2-chlorophenyl)-1-(4-chlorophenyl)-1H-imidazole-4-carboxylate (200 mg, 0.51 mmol) in toluene (10 mL) at −78° C. was added DIBAH (2.0 mL) in toluene dropwise. The resulting solution was stirred at rt, quenched with 1N HCl (0.5 mL). The organic layer was washed with 1N HCl (5 mL), dried over MgSO4, filtered, and concentrated. The residue was purified by flash chromatography (50% EtOAc in hexane) to give the product (62 mg, 38% yield). LC-MS m/z 317.0 (MH+), retention time: 2.75 min (method 1).

後処理

  1. customquenched with 1N HCl (0.5 mL)
  2. washThe organic layer was washed with 1N HCl (5 mL)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customThe residue was purified by flash chromatography (50% EtOAc in hexane)

出典と根拠

ORDレコード
ord-828f078a73d54489979c840ecee5e595
出典データセット
uspto-grants-2005_11
特許番号
US06960601B2

反応ノート

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