Hydrochloric Acid → HCID 19086843, compound

HRID 1460694Notes

Reaction equation

HRID 1460694 reaction equation
C1CO[C:3]2([CH2:8][CH2:7][N:6]([C:9]([C:11]3[CH:12]=[C:13]4[C:18](=[CH:19][CH:20]=3)[NH:17][C:16](=[O:21])[CH2:15][CH2:14]4)=[O:10])[CH2:5][CH2:4]2)[O:2]1.Cl.C(=O)([O-])[O-].[Na+].[Na+]>O1CCOCC1.O>[O:2]=[C:3]1[CH2:8][CH2:7][N:6]([C:9]([C:11]2[CH:12]=[C:13]3[C:18](=[CH:19][CH:20]=2)[NH:17][C:16](=[O:21])[CH2:15][CH2:14]3)=[O:10])[CH2:5][CH2:4]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 10340Sodium CarbonateHCID 19086844HCID 19086844, compound

Product 1

HCID 19086843HCID 19086843, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
100 °C

Procedure

46 Grams of 6-(4,4-ethylenedioxy-1-piperidylcarbonyl)-3,4-dihydrocarbostyril was dispersed in 400 ml of dioxane and 150 ml of water, then 15 ml of concentrated hydrochloric acid was added thereto and the whole mixture was heated at 100° C. for 7 hours with stirring. After the reaction mixture was allowed to stand for cooling, then was made alkaline by adding sodium carbonate, and the solvent was removed by evaporation. The residue thus obtained was extracted with chloroform, and the extract was dried with anhydrous sodium carbonate, and the solvent was removed by evaporation. The residue thus obtained was purified by means of a silica gel column chromatography (eluent: dichloromethane:methanol =10:1) to yield 37.6 g of 6-(4-oxo-1-piperidylcarbonyl)-3,4-dihydrocarbostyril.

Workup

  1. temperaturefor cooling
  2. customthe solvent was removed by evaporation
  3. customThe residue thus obtained
  4. extractionwas extracted with chloroform
  5. dry with materialthe extract was dried with anhydrous sodium carbonate
  6. customthe solvent was removed by evaporation
  7. customThe residue thus obtained
  8. customwas purified by means of a silica gel column chromatography (eluent: dichloromethane:methanol =10:1)

Sources & evidence

ORD record
ord-0d3267ee32ed48ceb05e8a80a9fdcc70
Source dataset
uspto-grants-1991_12
Patent number
US05071856

Reaction notes

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