Hydroxylamine → HCID 54592521, compound

HRID 1715260Notes

Reaction equation

HRID 1715260 reaction equation
[C:1]([CH2:3][CH2:4][NH:5][C:6](=[O:12])[O:7][C:8]([CH3:11])([CH3:10])[CH3:9])#[N:2].[NH2:13][OH:14]>CCO>[NH2:2]/[C:1](=[N:13]/[OH:14])/[CH2:3][CH2:4][NH:5][C:6](=[O:12])[O:7][C:8]([CH3:9])([CH3:11])[CH3:10]

Participants

4

Reactant 2

HCID 787HydroxylamineHCID 2735664tert-butyl N-(2-cyanoethyl)carbamate

Product 1

HCID 54592521HCID 54592521, compoundYield 99.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Tert-butyl N-(2-cyanoethyl)carbamate (40 g; 235 mmol; 1 eq.) and hydroxylamine (41.6 ml; 705 mmol; 3 eq.) are dissolved in EtOH (800 ml). The resulting solution is heated under reflux for 2 hours. The reaction progression is followed by 1H NMR. After 2 hours, the reaction mixture is cooled down to RT, concentrated under high vacuum to afford the title compound as a white solid (47.5 g, 99%).

Workup

  1. temperatureThe resulting solution is heated
  2. temperatureunder reflux for 2 hours
  3. concentrationconcentrated under high vacuum

Sources & evidence

ORD record
ord-5de7d2eb2a6f410a983d759a63b62271
Source dataset
uspto-grants-2010_09
Patent number
US07799814B2

Reaction notes

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