Sodium Bicarbonate → HCID 14390540, compound

HRID 345139Notes

Reaction equation

HRID 345139 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-hydroxy-2,2,4,6-tetramethyl-1H-indene hydrochloride in 10 ml of ethanol solution, and the mixture was refluxed for 5 hoours. 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 three 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 hoours
  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 three 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-1399d9dab4734bc1b8bd0787e868c1cd
Source dataset
uspto-grants-1991_10
Patent number
US05055474

Reaction notes

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