p-Cyanobenzyl alcohol → HCID 178513316, compound

HRID 1665921Notes

Reaction equation

HRID 1665921 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-e6d356c056ff410b85aaafecd04cfc4d
Source dataset
uspto-grants-2011_10
Patent number
US08039644B2

Reaction notes

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