Hydrogen Bromide → HCID 12412625, compound

HRID 1576509Notes

Reaction equation

HRID 1576509 reaction equation
[CH2:1]([N:3]([CH2:28][CH3:29])[CH2:4][CH2:5][CH2:6][N:7]1[CH2:12][CH2:11][C:10](O)([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:9]([C:20](=O)[C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:8]1)[CH3:2].[BrH:30].O>>[BrH:30].[BrH:30].[CH2:1]([N:3]([CH2:28][CH3:29])[CH2:4][CH2:5][CH2:6][N:7]1[CH2:12][CH:11]=[C:10]2[C:13]3[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=3[C:20]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[C:9]2[CH2:8]1)[CH3:2]

Participants

4

Reactant 3

HCID 260Hydrogen BromideHCID 962WaterHCID 12412619HCID 12412619, compound

Product 1

HCID 12412625HCID 12412625, compound

Procedure

A mixture of 20.0 parts of 1-(3-diethylaminopropyl)-3-benzoyl-4-hydroxy-4-phenylpiperidine and 100 parts by volume of 48 percent hydrobromic acid is refluxed for 2.5 hours. After cooling to room temperature, the solvent is removed under reduced pressure and acetone repeatedly added and removed under reduced pressure. The resulting yellow solid is recrystallized from 50:50 methanol-ether and dried at 90°C. for 5 hours to afford 2,3-dihydro-2-(3-diethylaminopropyl)-9-phenyl-1H-indeno[2,1-c]pyridine dihydrobromide containing 11/2 moles of water of hydration per mole. This compound melts at 136°-138°C.

Workup

  1. temperatureis refluxed for 2.5 hours
  2. customthe solvent is removed under reduced pressure and acetone
  3. additionrepeatedly added
  4. customremoved under reduced pressure
  5. customThe resulting yellow solid is recrystallized from 50:50 methanol-ether
  6. customdried at 90°C. for 5 hours

Sources & evidence

ORD record
ord-c41fe279c4a04b02851dc7c61b34b6a1
Source dataset
uspto-grants-1976_09
Patent number
US03981875

Reaction notes

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