Water → 6-Butylbenzo[b]quinolizinium perchlorate

HRID 1780914Notes

Reaction equation

HRID 1780914 reaction equation
[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].CO[C:8]1[C:17]2[CH:16]=[C:15]3[CH:18]=[CH:19][CH:20]=[CH:21][C:14]3=[CH:13][N+:12]=2[CH:11]=[CH:10][CH:9]=1.O.Cl([O-])(=O)(=O)=O.[Na+]>Br>[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[CH2:17]([C:13]1[N+:12]2[CH:11]=[CH:10][CH:9]=[CH:8][C:17]=2[CH:16]=[C:15]2[CH:18]=[CH:19][CH:20]=[CH:21][C:14]=12)[CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 962WaterHCID 522606Sodium PerchlorateHCID 151862871-Methoxybenzo[b]quinolizinium perchlorate

Product 1

HCID 190474766-Butylbenzo[b]quinolizinium perchlorateYield 156.2%

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 1-methoxybenzo[b]quinolizinium perchlorate (1.4 g; 6.1 mmol) in 30 ml of 48% HBr was heated at 100° C. for 16 hour. The reaction mixture was poured into 100 ml of water and 50 ml of sodium perchlorate was added with stirring. The resulting solid was filtered and dried to afford 1.6 g (88.8%) of 1-hydroxybenzo[b]quinolizinium perchlorate (Formula II: R1 =1-OH; R2 =R3 =H; X- =ClO4-) as a solid.

Workup

  1. additionwas added
  2. filtrationThe resulting solid was filtered
  3. customdried

Sources & evidence

ORD record
ord-026656cf16884d9aa661211bb77daa46
Source dataset
uspto-grants-1997_05
Patent number
US05631264

Reaction notes

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