p-Cyanobenzyl alcohol → HCID 178513316, compound

HRID 2240783Notes

Reaction equation

HRID 2240783 reaction equation
[OH:1][CH2:2][C:3]1[CH:10]=[CH:9][C:6]([C:7]#[N:8])=[CH:5][CH:4]=1.Cl.[NH2:12][OH:13].C([O-])(O)=O.[Na+]>CO>[OH:13][NH:12][C:7](=[NH:8])[C:6]1[CH:9]=[CH:10][C:3]([CH2:2][OH:1])=[CH:4][CH:5]=1

Participants

5

Reactant 3

HCID 160549p-Cyanobenzyl alcoholHCID 443297Hydroxyamine hydrochlorideHCID 516892Sodium Bicarbonate

Product 1

HCID 178513316HCID 178513316, compoundYield 113.6%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 4-hydroxymethylbenzonitrile (5.0 g, 37.6 mmol), hydroxylamine hydrochloride (2.87 g, 41.3 mmol) and NaHCO3 (4.10 g, 48.8 mmol) in methanol (200 mL) is refluxed for 20 h, filtered and the solvent of the filtrate is evaporated to give N-hydroxy-4-hydroxymethyl-benzamidine (7.1 g) as a white solid; LC-MS: tR=0.22 min.

Workup

  1. temperatureis refluxed for 20 h
  2. filtrationfiltered
  3. customthe solvent of the filtrate is evaporated

Sources & evidence

ORD record
ord-64f7cd88d4a346bfa6dbd10a0cac511e
Source dataset
uspto-grants-2010_05
Patent number
US07723378B2

Reaction notes

Loading…