Water → HCID 13292600, compound

HRID 851485Notes

Reaction equation

HRID 851485 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:9][OH:10])[CH:4]=1)#[N:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+].O>O1CCCC1>[NH2:2][CH2:1][C:3]1[CH:8]=[CH:7][N:6]=[C:5]([CH2:9][OH:10])[CH:4]=1

Participants

6

Reactant 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 132925992-(Hydroxymethyl)pyridine-4-carbonitrileHCID 21226445Aluminium lithium hydride

Product 1

HCID 13292600HCID 13292600, compoundYield 54.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent3×

Procedure

A solution of 4-cyano-2-hydroxymethylpyridine (0.5 g) in tetrahydrofuran (25 ml) was added dropwise over 20 minutes to a stirred mixture of lithium aluminium hydride (0.25 g) in tetrahydrofuran (30 ml) and the mixture was stirred at room temperature for 2 hours. Wet tetrahydrofuran allowed by 0.35 ml of 16% w/w aqueous sodium hydroxide and water were added and the mixture was filtered. The filtrate was evaporated to give crude 4-aminomethyl-2-hydroxymethylpyridine (0.28 g).

Workup

  1. additionwere added
  2. filtrationthe mixture was filtered
  3. customThe filtrate was evaporated

Sources & evidence

ORD record
ord-bb8acf1f321b4580a49dbbb485336eee
Source dataset
uspto-grants-1983_05
Patent number
US04385058

Reaction notes

Loading…