Hydrochloric Acid → HCID 19972437, compound

HRID 2259894Notes

Reaction equation

HRID 2259894 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.Br[CH2:16][C:17]([C:19]1[C:28]2[O:27][C:26]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=3)=[C:25]([CH3:35])[C:24](=[O:36])[C:23]=2[CH:22]=[CH:21][CH:20]=1)=[O:18].C(=O)([O-])[O-].[K+].[K+].[ClH:43]>CO.CC(C)=O>[ClH:43].[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][N:12]([CH2:16][C:17]([C:19]2[C:28]3[O:27][C:26]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=4)=[C:25]([CH3:35])[C:24](=[O:36])[C:23]=3[CH:22]=[CH:21][CH:20]=2)=[O:18])[CH2:11][CH2:10]1

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 13461-(2-Methoxyphenyl)piperazineHCID 11430Potassium CarbonateHCID 19972720HCID 19972720, compound

Product 1

HCID 19972437HCID 19972437, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 887MethanolSolvent2×

Procedure

A solution of 11.5 g of 1-(2-methoxyphenyl)-piperazine in 30 ml of methanol was added dropwise at 20°-25° C. to a stirred mixture consisting of 21.4 g of Intermediate VI and 4.1 g of potassium carbonate in 120 ml of methanol. After 4 hours stirring at the same temperature, the reaction mixture was stripped in vacuo. The residue was extracted with chloroform and the organic solution was washed with water, dried on anhydrous sodium sulfate/calcium chloride, filtered and stripped in vacuo. The obtained crude product was dissolved in acetone and a slight excess of ethanolic hydrogen chloride was added. After collection by suction filtration and recrystallization from 95% ethanol, 16.3 g of the title compound was obtained (m.p. (189) 195°-199° C.).

Workup

  1. extractionThe residue was extracted with chloroform
  2. washthe organic solution was washed with water
  3. dry with materialdried on anhydrous sodium sulfate/calcium chloride
  4. filtrationfiltered
  5. customThe obtained crude product
  6. customAfter collection
  7. filtrationby suction filtration and recrystallization from 95% ethanol

Sources & evidence

ORD record
ord-56cb8784194a49cdaeee21880e40c367
Source dataset
uspto-grants-1995_12
Patent number
US05474994

Reaction notes

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