Hydroxylamine → Carbamic acid, hydroxy-, butyl ester

HRID 1721485Notes

Reaction equation

HRID 1721485 reaction equation
S([O-])([O-])(=O)=O.[NH2:6][OH:7].Cl[C:9]([O:11][CH2:12][CH2:13][CH2:14][CH3:15])=[O:10].[OH-].[Na+]>>[OH:7][NH:6][C:9](=[O:10])[O:11][CH2:12][CH2:13][CH2:14][CH3:15]

Participants

5

Reactant 4

HCID 787HydroxylamineHCID 1117Sulfate IonHCID 14798Sodium HydroxideHCID 61140Butyl chloroformate

Product 1

HCID 164691Carbamic acid, hydroxy-, butyl ester

Procedure

With respect to butyl N,O-dimethylcarbamate, a process disclosed in the specification of West German Patent Application Laid-open No. 3,245,503 is known. This process comprises reacting sulfate of hydroxylamine as a starting material with butyl chloroformate in the presence of sodium hydroxide, extracting the reaction product with dichloromethane, drying the extract, distilling the solvent away from the dried extract to obtain butyl hydroxycarbamate and dimethylating this product using dimethyl sulfate and a sodium hydroxide solution to obtain ethyl N,O-dimethylhydroxycarbamate in the total yield of 65%.

Workup

  1. extractionextracting the reaction product with dichloromethane
  2. customdrying the extract
  3. distillationdistilling the solvent away from the dried
  4. extractionextract

Sources & evidence

ORD record
ord-f9be280d60b6463ebc14cd7f5a4e6742
Source dataset
uspto-grants-1996_04
Patent number
US05510511

Reaction notes

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