Sodium Hydroxide → Carbamic acid, hydroxy-, butyl ester

HRID 1584652Notes

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

Reactant 3

HCID 14798Sodium Hydroxide

HCID 61140Butyl chloroformate

HCID 159255Hydroxylamine, sulfate (1:1)

Product 1

HCID 164691Carbamic acid, hydroxy-, butyl ester

Procedure

DE3245503 discloses a process for producing methoxymethylamine via butyl N,O-dimethylcarbamate as an intermediate. According to this prior art process, the starting material hydroxylamine sulfate is allowed to react with butyl chloroformate in the presence of sodium hydroxide to form butyl hydroxycarbamate which is then subjected to the steps of extraction with dichloromethane and of drying, and after the solvent is distilled off, said butyl hydroxycarbamate is dimethylated with dimethyl sulfate in an aqueous solution of sodium hydroxide, followed by hydrolysis with hydrochloric acid, whereby methoxymethylamine hydrochloride is obtained in 65% yield.

Sources & evidence

ORD record: ord-58ba8a78fe7a447ab74dd36d486eebfd
Source dataset: uspto-grants-1999_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05932759

Reaction notes

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