HCID 19047442, compound → HCID 19047543, compound

HRID 742460Notes

Reaction equation

HRID 742460 reaction equation
[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].C[O:7][C:8]1[C:13]2=[CH:14][C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][N+:20]=3[C:21]([CH3:22])=[C:12]2[CH:11]=[CH:10][CH:9]=1>Br.O>[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[OH:7][C:8]1[C:13]2=[CH:14][C:15]3[CH:16]=[CH:17][CH:18]=[CH:19][N+:20]=3[C:21]([CH3:22])=[C:12]2[CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 1

HCID 19047442HCID 19047442, compound

Product 1

HCID 19047543HCID 19047543, compoundYield 90.9%

Reagents, catalysts & solvents 2

HCID 260Hydrogen BromideSolventHCID 962WaterSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 2.3 g of 10-methoxy-6-methylbenzo[b]quinolizinium perchlorate in 35 mL of 48% HBr was heated at 100° C. for 14 h, cooled to room temperature, and was diluted with water. The resulting mixture was heated to dissolve the solid product, filtered while hot, and the filtrate was treated with 20 g of sodium perchlorate. The precipitated solid product was filtered, washed with ether, air dried to afford 2 g (90.9%) of 10-hydroxy-6-methyl-benzo[b]quinolizinium perchlorate (Formula II: R1 =H; R2 =CH3 ; R7 =10--OH; X- --ClO4-), m.p. 246°-248° C. (d).

Workup

  1. temperaturecooled to room temperature
  2. temperatureThe resulting mixture was heated
  3. dissolutionto dissolve the solid product
  4. filtrationfiltered while hot, and the filtrate
  5. additionwas treated with 20 g of sodium perchlorate
  6. filtrationThe precipitated solid product was filtered
  7. washwashed with ether, air
  8. customdried

Sources & evidence

ORD record
ord-6d1735c5bb7f4c85bc8301d1a0fbf7cb
Source dataset
uspto-grants-1996_09
Patent number
US05554620

Reaction notes

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