Hydrochloric Acid → HCID 14674160, compound

HRID 1614208Notes

Reaction equation

HRID 1614208 reaction equation
Br[CH2:2][C:3]([C:5]1[CH:14]=[CH:13][C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[CH:6]=1)=[O:4].C[N:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1.[I-].[K+].[ClH:24].[CH2:25](O)C>C(N(CC)CC)C>[ClH:24].[CH3:25][CH:19]1[CH2:18][CH2:17][N:16]([CH2:2][C:3]([C:5]2[CH:14]=[CH:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[CH:6]=2)=[O:4])[CH2:21][CH2:20]1

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 702EthanolHCID 4875Potassium IodideHCID 12291N-MethylpiperidineHCID 691792-Bromo-2'-acetonaphthone

Product 1

HCID 14674160HCID 14674160, compound

Reagents, catalysts & solvents 1

HCID 8471TriethylamineSolvent

Procedure

2.5 g of 2-bromo-2'-acetonaphthone, 1 g of methylpiperdine, 0.1 g of potassium iodide, and 3.1 g of triethylamine were added to 100 ml of ethanol. The mixture was refluxed for 20 min. The solvent was distilled off, and dichloromethane was added to the residue. The mixture was washed with water and dried. The dichloromethane was distilled off, and the residue was purified by column chromatography (silica gel) to prepare an oleaginous and oily intended compound. The compound was converted into a hydrochloride by an oridinary method and then recrystallized to prepare 1.87 g of an intended hydrochloride.

Workup

  1. temperatureThe mixture was refluxed for 20 min
  2. distillationThe solvent was distilled off
  3. additiondichloromethane was added to the residue
  4. washThe mixture was washed with water
  5. customdried
  6. distillationThe dichloromethane was distilled off
  7. customthe residue was purified by column chromatography (silica gel)
  8. customto prepare an oleaginous and oily intended compound
  9. customrecrystallized
  10. customto prepare 1.87 g of an intended hydrochloride

Sources & evidence

ORD record
ord-3f4b0cf3e250481692b8ae9f7e764d1c
Source dataset
uspto-grants-1993_03
Patent number
US05196439

Reaction notes

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