Hydrochloric Acid → HCID 53925922, compound

HRID 1285467Notes

Reaction equation

HRID 1285467 reaction equation
O[CH:2]([C:17]1[CH:18]=[C:19]2[C:24](=[CH:25][CH:26]=1)[NH:23][C:22](=[O:27])[CH2:21][CH2:20]2)[CH2:3][CH2:4][N:5]1[CH2:10][CH2:9][C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[CH:7][CH2:6]1.Cl>CO>[C:11]1([C:8]2[CH2:9][CH2:10][N:5]([CH2:4][CH:3]=[CH:2][C:17]3[CH:18]=[C:19]4[C:24](=[CH:25][CH:26]=3)[NH:23][C:22](=[O:27])[CH2:21][CH2:20]4)[CH2:6][CH:7]=2)[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 131208576-[1-Hydroxy-3-(4-phenyl-1,2,5,6-tetrahydro-1-pyridyl)propyl]-3,4-dihydrocarbostyril

Product 1

HCID 53925922HCID 53925922, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.0 Gram of 6-[1-hydroxy-3-(4-phenyl-1,2,5,6-tetrahydro-1-pyridyl)propyl]-3,4-dihydrocarbostyril was dissolved in 30 ml of methanol, then 2 ml of concentrated hydrochloric acid was added to the solution and the mixture was refluxed by heating for 2 hours. The reaction mixture was concentrated under a reduced pressure, then thus obtained residue was treated with 50 ml of 0.5% of sodium hydroxide and the mixture was extracted with chloroform. The chloroform layer was washed with water and dried, next chloroform was removed by distillation at a room temperature then the residue thus obtained was recrystallized from ethanol to obtain 0.6 g of 6-[3-(4-phenyl-1,2,5,6-tetrahydro-1-pyridyl)-1-propenyl]-3,4-dihydrocarbostyril in light yellow plate-like crystals. Melting point: 182°-183° C. (decomposed).

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureby heating for 2 hours
  3. concentrationThe reaction mixture was concentrated under a reduced pressure
  4. additionthus obtained residue was treated with 50 ml of 0.5% of sodium hydroxide
  5. extractionthe mixture was extracted with chloroform
  6. washThe chloroform layer was washed with water
  7. customdried
  8. customnext chloroform was removed by distillation at a room temperature
  9. customthe residue thus obtained
  10. customwas recrystallized from ethanol

Sources & evidence

ORD record
ord-40c3514965a04a9d9d7633bc7d757020
Source dataset
uspto-grants-1986_01
Patent number
US04567187

Reaction notes

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