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

HRID 13535
Notes
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Reaction equation

HRID 13535 reaction equation
[CH:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7](Cl)=[O:8])=[CH:5][CH:4]=1)=[O:2].C1(C)C=CC=CC=1.C([O-])(O)=O.[Na+].[CH:24]([N:27]1[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]1)([CH3:26])[CH3:25].O>>[CH:24]([N:27]1[CH2:32][CH2:31][N:30]([C:7]([C:6]2[CH:10]=[CH:11][C:3]([CH:1]=[O:2])=[CH:4][CH:5]=2)=[O:8])[CH2:29][CH2:28]1)([CH3:26])[CH3:25]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 5

HCID 962WaterHCID 1140TolueneHCID 780131-IsopropylpiperazineHCID 516892Sodium BicarbonateHCID 124246204-Formylbenzoyl chloride

Product 1

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

Procedure

A solution of 4-formyl-benzoyl chloride (2.80, 16.65 mol) (prepared as in Example 1 above) in toluene (43.3 g, 469.39 mmol) was added slowly to a solution of NaHCO3 (0.8 g, 9.52 mmol) and 4-isopropylpiperazine (2.50 g, 18.35 mmol) in water (5 g, 277 mmol) at 0° C. The reaction mixture was vigorously stirred until the reaction was deemed complete. The layers were split and the toluene phase was concentrated to yield the title compound as a yellow oil.

Workup

  1. customThe layers were split
  2. concentrationthe toluene phase was concentrated

Sources & evidence

ORD record
ord-12c0f95a39454b7eb5c209df9b63506f
Source dataset
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07728129B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes