Water → HCID 12915880, compound

HRID 543496Notes

Reaction equation

HRID 543496 reaction equation
[C:1]([O:4][CH:5]([C:27]1[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[C:29]([O:35][CH3:36])[CH:28]=1)[CH:6]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=3[N:16](C(=O)C)[C:15]2=[O:26])[CH2:10][CH2:9]1)[CH3:7])(=[O:3])[CH3:2].Cl([O-])(=O)(=O)=O.[Mg+2].Cl([O-])(=O)(=O)=O.O>C(Cl)(Cl)Cl.CO>[C:1]([O:4][CH:5]([C:27]1[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[C:29]([O:35][CH3:36])[CH:28]=1)[CH:6]([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[C:18]3[CH:19]=[CH:20][CH:21]=[CH:22][C:17]=3[NH:16][C:15]2=[O:26])[CH2:10][CH2:9]1)[CH3:7])(=[O:3])[CH3:2]

Participants

6

Reactant 3

HCID 962WaterHCID 24840Magnesium perchlorateHCID 12915887HCID 12915887, compound

Product 1

HCID 12915880HCID 12915880, compoundYield 85.9%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6212ChloroformSolvent

Procedure

In this Example, 0.7 g of 1-[3-acetoxy-3-(3,4-dimethoxyphenyl)-2-propyl]-4-(3-acetyl-2-keto-1-benzimidazolinyl)-piperidine is dissolved in a mixture of 2 ml of chloroform and 1 ml of methanol. To the solution is added 0.7 g of magnesium perchlorate and the mixture is stirred at room temperature for 2 minutes. Water is added to the reaction solution and the mixture is stirred. The chloroform layer is recovered and washed 2 times with water. The washed solution is dried and chloroform is distilled away. The resulting residue is recrystallized from dioxane to obtain 550 mg of 1-[3-acetoxy-3-(3,4-dimethoxyphenyl)-2-propyl]-4-(2-keto-1-benzimidazolinyl)-piperidine.

Workup

  1. stirringthe mixture is stirred
  2. customThe chloroform layer is recovered
  3. washwashed 2 times with water
  4. customThe washed solution is dried
  5. distillationchloroform is distilled away
  6. customThe resulting residue is recrystallized from dioxane

Sources & evidence

ORD record
ord-66a1d6e766974d0092c79ef9d2217feb
Source dataset
uspto-grants-1984_05
Patent number
US04446141

Reaction notes

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