Ammonium Hydroxide → HCID 21584299, compound

HRID 369956Notes

Reaction equation

HRID 369956 reaction equation
[CH2:1]1[CH:10]2[N:5]([C:6](=[O:15])[C:7]3[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=3[CH2:9]2)[CH2:4][CH2:3][CH2:2]1.[N+:16]([O-])([O-:18])=[O:17].[K+].[OH-].[NH4+]>S(=O)(=O)(O)O>[N+:16]([C:13]1[CH:12]=[CH:11][C:8]2[CH2:9][CH:10]3[N:5]([C:6](=[O:15])[C:7]=2[CH:14]=1)[CH2:4][CH2:3][CH2:2][CH2:1]3)([O-:18])=[O:17]

Participants

5

Reactant 3

HCID 14923Ammonium HydroxideHCID 24434Potassium NitrateHCID 27527926H-Benzo[b]quinolizin-6-one, 1,2,3,4,11,11a-hexahydro-

Product 1

HCID 21584299HCID 21584299, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

1,3,4,6,11,11a-Hexahydro-2H-benzo[b]quinolizin-6-one (3.78 g, 18.7 mmol) was dissolved in concentrated sulfuric acid (50 ml) at 0° C., potassium nitrate (2.02 g, 20 mmol) was added and the reaction mixture was stirred overnight. The reaction mixture was poured onto ice (200 g) and was partially neutralized with concentrated ammonium hydroxide. The precipitate was collected and air-dried to give the title compound as a yellow solid (4.22 g, 92%), m.p. 137-42° C.

Workup

  1. additionThe reaction mixture was poured onto ice (200 g)
  2. customThe precipitate was collected
  3. customair-dried

Sources & evidence

ORD record
ord-0bae4172384c471681c83b9d4bcfa88f
Source dataset
uspto-grants-2000_10
Patent number
US06140322

Reaction notes

Loading…