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Aluminium lithium hydride → 5-[4-(3-Chlorophenyl)-7-ethyl-2-phenylpyrrolo[1,2-b]pyridazin-3-yl]-1-pentanol

HRID 860463
ノート
印刷プレビュー

反応式

HRID 860463 の反応式
[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl:7][C:8]1[CH:9]=[C:10]([C:14]2[C:15]3[N:16]([C:35]([CH2:38][CH3:39])=[CH:36][CH:37]=3)[N:17]=[C:18]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)[C:19]=2[CH2:20][CH2:21][CH2:22][CH2:23][C:24](OCC)=[O:25])[CH:11]=[CH:12][CH:13]=1>O1CCCC1>[Cl:7][C:8]1[CH:9]=[C:10]([C:14]2[C:15]3[N:16]([C:35]([CH2:38][CH3:39])=[CH:36][CH:37]=3)[N:17]=[C:18]([C:29]3[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=3)[C:19]=2[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][OH:25])[CH:11]=[CH:12][CH:13]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 21226445Aluminium lithium hydrideHCID 68802064Ethyl 5-[4-(3-chlorophenyl)-7-ethyl-2-phenylpyrrolo[1,2-b]pyridazin-3-yl]pentanoate

生成物 1

HCID 693088395-[4-(3-Chlorophenyl)-7-ethyl-2-phenylpyrrolo[1,2-b]pyridazin-3-yl]-1-pentanol収率 87.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
0 °C

実験手順

To a suspension of lithium aluminum hydride (98.8 mg) in tetrahydrofuran (10 mL) was added ethyl 5-[4-(3-chlorophenyl)-7-ethyl-2-phenylpyrrolo[1,2-b]pyridazin-3-yl]pentanoate (600 mg) in tetrahydrofuran (10 mL) under ice-water cooling and the mixture was stirred at 0° C. for 2 hours. The reaction was quenched with saturated potassium sodium tartrate solution and the insolubles were filtereed off and washed with ethyl acetate. The filtrates were washed with brine, dried over magnesium sulfate, and evaporated in vacuo. The residue was purified by silica gel column chromatography eluting with a mixture of hexane and ethyl acetate (10:1–2:1) to give 5-[4-(3-chlorophenyl)-7-ethyl-2-phenylpyrrolo[1,2-b]pyridazin-3-yl]-1-pentanol as an yellow oil (478 mg).

後処理

  1. customThe reaction was quenched with saturated potassium sodium tartrate solution
  2. washwashed with ethyl acetate
  3. washThe filtrates were washed with brine
  4. dry with materialdried over magnesium sulfate
  5. customevaporated in vacuo
  6. customThe residue was purified by silica gel column chromatography
  7. washeluting with a mixture of hexane and ethyl acetate (10:1–2:1)

出典と根拠

ORDレコード
ord-5a893188cd9b40c4b8f00aee691db358
出典データセット
uspto-grants-2006_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07153854B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート