Water → 3-Bromomethyl-5-hydroxy-4-hydroxymethyl-6-methylpyridine hydrobromide

HRID 19470Notes

Reaction equation

HRID 19470 reaction equation
[Br:1][CH2:2][C:3]1[CH:4]=[N:5][C:6]([CH3:12])=[C:7]([OH:11])[C:8]=1[CH2:9]Br.[OH2:13]>>[BrH:1].[Br:1][CH2:2][C:3]1[CH:4]=[N:5][C:6]([CH3:12])=[C:7]([OH:11])[C:8]=1[CH2:9][OH:13]

Participants

3

Reactant 2

HCID 962WaterHCID 2414534,5-Bis(bromomethyl)-2-methylpyridin-3-ol

Product 1

HCID 203304273-Bromomethyl-5-hydroxy-4-hydroxymethyl-6-methylpyridine hydrobromide

Procedure

4,5-Bis(bromomethyl)-3-hydroxy-2-methylpyridine (2)(3 g, 0.008 mol) was stirred in water (24 ml) at 45-50° C. for 40 min. The solution was filtered and evaporated under vacuum. The obtained residue was crystallized from ethanol. The yield was 1.2 g (50%). The position of bromomethyl- in pyridine-ring was verified by qualitative analysis with 2,6-dichloroquinone-4-chloroimide (Harris and Folkers (1939) J. Am. Chem. Soc. 61: 247). M.p. 158-159° C.

Workup

  1. filtrationThe solution was filtered
  2. customevaporated under vacuum
  3. customThe obtained residue was crystallized from ethanol

Sources & evidence

ORD record
ord-c39083f9bc564119906ee9e5f471c5d3
Source dataset
uspto-grants-2010_06
Patent number
US07745426B2

Reaction notes

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