Benzyl Bromide → HCID 12397255, compound

HRID 2386207Notes

Reaction equation

HRID 2386207 reaction equation
[OH:1][C:2]1[C:3]([CH2:10][OH:11])=[N:4][C:5]([CH2:8][OH:9])=[CH:6][CH:7]=1.C([O-])([O-])=O.[K+].[K+].[CH2:18](Br)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C(#N)C>[CH2:18]([O:1][C:2]1[C:3]([CH2:10][OH:11])=[N:4][C:5]([CH2:8][OH:9])=[CH:6][CH:7]=1)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 11430Potassium CarbonateHCID 4173663-Hydroxypyridine-2,6-dimethanol

Product 1

HCID 12397255HCID 12397255, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

47 g (0.3 mol) of 3-hydroxy-2,6-bis(hydroxymethyl)pyridine are dissolved in 800 ml of acetonitrile. 104 g of K2CO3 (0.753 mol) and 55 ml of benzyl bromide (0.45 mol) are added. The combined mixture is brought to reflux for 12 h. After having filtered off the insoluble material, the solution is concentrated and the residue is hardened in isopropyl ether. w=39 g.

Workup

  1. temperatureto reflux for 12 h
  2. filtrationAfter having filtered off the insoluble material
  3. concentrationthe solution is concentrated

Sources & evidence

ORD record
ord-6d3a61b4f8c54e54a9c8e4da800b8d85
Source dataset
uspto-grants-2012_09
Patent number
US08268810B2

Reaction notes

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