Tetrahydrofuran → 1-(4-Formylbenzoyl)-4-isopropylpiperazine

HRID 13536

反応式

HRID 13536 の反応式
[CH:1]([N:4]1[CH2:9][CH2:8][NH:7][CH2:6][CH2:5]1)([CH3:3])[CH3:2].C1COCC1.[OH-].[Na+].[CH:17]([C:19]1[CH:27]=[CH:26][C:22]([C:23](Cl)=[O:24])=[CH:21][CH:20]=1)=[O:18]>O>[CH:1]([N:4]1[CH2:9][CH2:8][N:7]([C:17]([C:19]2[CH:27]=[CH:26][C:22]([CH:23]=[O:24])=[CH:21][CH:20]=2)=[O:18])[CH2:6][CH2:5]1)([CH3:3])[CH3:2]

参加物

6

反応物 4

HCID 8028Tetrahydrofuran2 回HCID 14798Sodium HydroxideHCID 780131-Isopropylpiperazine2 回HCID 124246204-Formylbenzoyl chloride

生成物 1

HCID 574785811-(4-Formylbenzoyl)-4-isopropylpiperazine

試薬・触媒・溶媒 1

HCID 962Water溶媒2 回

反応条件

温度
2.5 °C

実験手順

4-Isopropyl-piperazine (79.53 g, 0.620 mol), THF (444 g, 5.04 mol), water (36 g, 2 mol) and a 50% solution of sodium hydroxide (130.6 g, 1.63 mol) were charged to a reaction vessel and cooled to 0-5° C. 4-Formyl-benzoyl chloride in THF (110.08 g, 0.630 mol) was added to the 4-isopropyl-piperazine reaction mixture while maintaining the temperature below about 10° C. The resulting white suspension was stirred at room temperature until the reaction was deemed complete. Water was added to the reaction slurry and the resulting hazy solution was filtered over Celite to remove insolubles. The filtered reaction solution was settled and the water layer was removed. The product/THF layer was dried sequentially with magnesium sulfate and molecular sieves. The product solution (KF≦0.5%) was stored at 5° C. for use without further manipulations.

後処理

  1. temperaturewhile maintaining the temperature below about 10° C
  2. filtrationthe resulting hazy solution was filtered over Celite
  3. customto remove insolubles
  4. customThe filtered reaction solution
  5. customthe water layer was removed
  6. dry with materialThe product/THF layer was dried sequentially with magnesium sulfate and molecular sieves
  7. customwas stored at 5° C. for use without further manipulations

出典と根拠

ORDレコード
ord-aec267aab7a3492ea2e6faaccc86e556
出典データセット
uspto-grants-2010_06
特許番号
US07728129B2

関連ノート

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