Sodium Bicarbonate → HCID 14390540, compound

HRID 5004Notes

Reaction equation

HRID 5004 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:13][CH2:12][N:11]([CH2:14][CH:15]3[O:17][CH2:16]3)[CH2:10][CH2:9]2)[CH:5]=[CH:6][CH:7]=1.Cl.[NH2:19][CH:20]1[C:28]2[C:23](=[C:24]([CH3:31])[CH:25]=[C:26]([CH3:30])[C:27]=2[OH:29])[CH2:22][C:21]1([CH3:33])[CH3:32].C(=O)(O)[O-].[Na+]>C(O)C>[Cl:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:9][CH2:10][N:11]([CH2:14][CH:15]([OH:17])[CH2:16][NH:19][CH:20]3[C:28]4[C:23](=[C:24]([CH3:31])[CH:25]=[C:26]([CH3:30])[C:27]=4[OH:29])[CH2:22][C:21]3([CH3:33])[CH3:32])[CH2:12][CH2:13]2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 516892Sodium BicarbonateHCID 103548864-(3-Chlorophenyl)-1-(2,3-epoxypropyl)piperazineHCID 136041943-Amino-2,2,5,7-tetramethyl-2,3-dihydro-1H-inden-4-ol--hydrogen chloride (1/1)

Product 1

HCID 14390540HCID 14390540, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.21 Gram of 4-(3-chlorophenyl)-1-(2,3-epoxypropyl)piperazine was added to a solution containing 0.21 g of 1-amino-2,3-dihydro-7-hyroxy-2,2,4,6-tetramethyl-1H-indene hydrochloride in 10 ml of ethanol solution, and the mixture was refluxed for 5 hours. After the reaction was completed, the reaction mixture was concentrated by removing the solvent under a reduced pressure, the residue thus obtained was alkalified with 10%-sodium bicarbonate aqueous solution, then extracted with 100 ml of methylene chloride. The extract was washed there times with 100 ml of water each time, then dried with anhydrous magnesium sulfate. The methylene chloride extract was concentrated by removing the solvent under a reduced pressure, and the residue was purified by a silica gel column chromatography (eluent: ethyl acetate: n-hexane=1:1) to obtain 0.21 g of 1-{3-[4-(3-chlorophenyl)-1-piperazinyl]-2-hydroxypropylamino}-2,3-dihydro-7-hydroxy-2,2,4,6-tetramethyl-1H-indene.

Workup

  1. temperaturethe mixture was refluxed for 5 hours
  2. concentrationthe reaction mixture was concentrated
  3. customby removing the solvent under a reduced pressure
  4. customthe residue thus obtained
  5. extractionextracted with 100 ml of methylene chloride
  6. washThe extract was washed there times with 100 ml of water each time
  7. dry with materialdried with anhydrous magnesium sulfate
  8. extractionThe methylene chloride extract
  9. concentrationwas concentrated
  10. customby removing the solvent under a reduced pressure
  11. customthe residue was purified by a silica gel column chromatography (eluent: ethyl acetate: n-hexane=1:1)

Sources & evidence

ORD record
ord-d663bb38b73a4b6a95407d3d1f310bd1
Source dataset
uspto-grants-1993_09
Patent number
US05242919

Reaction notes

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