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Sodium Hydroxide → 1-(2-Chloro-3-methylphenyl)-4-(3,4,5-trimethoxybenzyl)piperazine

HRID 1954023
ノート
印刷プレビュー

反応式

HRID 1954023 の反応式
[Cl-].[Al+3].[Cl-].[Cl-].[H-].[Al+3].[Li+].[H-].[H-].[H-].[Cl:11][C:12]1[C:17]([CH3:18])=[CH:16][CH:15]=[CH:14][C:13]=1[N:19]1[CH2:24][CH2:23][N:22]([C:25]([C:27]2[CH:32]=[C:31]([O:33][CH3:34])[C:30]([O:35][CH3:36])=[C:29]([O:37][CH3:38])[CH:28]=2)=O)[CH2:21][CH2:20]1.[OH-].[Na+]>C(OCC)C.O1CCCC1>[Cl:11][C:12]1[C:17]([CH3:18])=[CH:16][CH:15]=[CH:14][C:13]=1[N:19]1[CH2:20][CH2:21][N:22]([CH2:25][C:27]2[CH:32]=[C:31]([O:33][CH3:34])[C:30]([O:35][CH3:36])=[C:29]([O:37][CH3:38])[CH:28]=2)[CH2:23][CH2:24]1
参加物実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 14798Sodium HydroxideHCID 6451240Aluminum(III) ChlorideHCID 15434661[4-(2-Chloro-3-methylphenyl)piperazine-1-yl]-(3,4,5-trimethoxyphenyl)methanoneHCID 21226445Aluminium lithium hydride

生成物 1

HCID 102938041-(2-Chloro-3-methylphenyl)-4-(3,4,5-trimethoxybenzyl)piperazine収率 85.1%

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒
HCID 8028Tetrahydrofuran溶媒2 回

実験手順

A solution of aluminum chloride (0.279 g, 2.09 mmol) in anhydrous diethyl ether (20 mL) is added dropwise to a suspension of lithium aluminum hydride (0.238 g, 6.27 mmol) in anhydrous tetrahydrofuran (20 mL) at 0° C. and stirred for 0.5 hour. To this mixture is added dropwise a solution of [4-(2-chloro-3-methylphenyl)piperazine-1-yl]-(3,4,5-trimethoxyphenyl)methanone (2.12 g, 5.23 mmol) in anhydrous tetrahydrofuran (20 mL). The suspension is stirred for 2 hours at 0° C., followed by dropwise addition of 2N sodium hydroxide. The mixture is filtered through Celite and concentrated in vacuo. The resulting product is purified by MPLC on silica gel eluting with 40% ethyl acetate/hexane to give 1.74 g of the title compound as a white solid; mp 112-113° C.

後処理

  1. stirringThe suspension is stirred for 2 hours at 0° C.
  2. filtrationThe mixture is filtered through Celite
  3. concentrationconcentrated in vacuo
  4. customThe resulting product is purified by MPLC on silica gel eluting with 40% ethyl acetate/hexane

出典と根拠

ORDレコード
ord-e1c47939b4cc4425a4ffe3de71aa38df
出典データセット
uspto-grants-2000_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06121267

反応ノート

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