Benzyl Bromide → HCID 12473037, compound

HRID 1635598Notes

Reaction equation

HRID 1635598 reaction equation
[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[CH2:5][CH2:4][N:3]=1.[CH2:16]([Br:23])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CC(C)=O>[Br-:23].[CH2:16]([N+:3]1[CH2:4][CH2:5][C:6]2[C:11](=[CH:10][C:9]([O:12][CH3:13])=[C:8]([O:14][CH3:15])[CH:7]=2)[C:2]=1[CH3:1])[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

4

Reactant 2

HCID 7498Benzyl BromideHCID 226523,4-Dihydro-6,7-dimethoxy-1-methylisoquinoline

Product 1

HCID 12473037HCID 12473037, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a stirred solution of 1-methyl-6,7-dimethoxy-3,4-dihydroisoquinoline in acetone was added benzyl bromide and the reaction mixture was stirred at room temperature for 16 hours. A yellow precipitate formed which was filtered, washed with ice cold acetone and dried in vacuo. The product was further purified by recrystallisation from a hexane/dichloromethane mix and pentane to afford the desired compound in 81% yield.

Workup

  1. customA yellow precipitate formed which
  2. filtrationwas filtered
  3. washwashed with ice cold acetone
  4. customdried in vacuo
  5. customThe product was further purified by recrystallisation from a hexane/dichloromethane
  6. additionmix

Sources & evidence

ORD record
ord-c824390635014efbb577f2fb46e1a921
Source dataset
uspto-grants-2003_01
Patent number
US06509467B1

Reaction notes

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