Benzyl Bromide → HCID 15692313, compound

HRID 979485Notes

Reaction equation

HRID 979485 reaction equation
[OH:1][CH2:2][CH:3]([CH2:18][OH:19])[C:4]1[C:13]2[C:8](=[CH:9][C:10]([O:16][CH3:17])=[C:11]([O:14][CH3:15])[CH:12]=2)[CH2:7][CH2:6][N:5]=1.[CH2:20]([Br:27])[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(O)C>[Br-:27].[OH:1][CH2:2][CH:3]([CH2:18][OH:19])[C:4]1[C:13]2[C:8](=[CH:9][C:10]([O:16][CH3:17])=[C:11]([O:14][CH3:15])[CH:12]=2)[CH2:7][CH2:6][N+:5]=1[CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 7498Benzyl BromideHCID 136966801-[Bis(hydroxymethyl)-methyl]-6,7-dimethoxy-3,4-dihydroisoquinoline

Product 1

HCID 15692313HCID 15692313, compoundYield 59%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.015 mole (4 g) of 1-[bis(hydroxymethyl)-methyl]-6,7-dimethoxy-3,4-dihydroisoquinoline is dissolved in 40 ml of absolute ethanol. 0.02 mole (3.4 g) of benzyl bromide is added to the solution and the reaction mixture is refluxed for 4 hours, under stirring. After cooling the crystals separated out are filtered off and recrystallized from ethanol. The aimed compound is obtained with a melting point of 178° to 179° C.

Workup

  1. temperaturethe reaction mixture is refluxed for 4 hours
  2. temperatureAfter cooling the crystals
  3. customseparated out
  4. filtrationare filtered off
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-4e33986287b6480b906940a0d67adac5
Source dataset
uspto-grants-1987_05
Patent number
US04668688

Reaction notes

Loading…