Hydroxylamine → Phenyl N-hydroxycarbamate

To an aqueous solution comprising 48 g of a 50% hydroxylamine aqueous solution and 50 ml of deionized water were successively added 30 g of triethylamine and 400 ml of ethyl acetate under cooling, and then, 94 g of phenyl chloroformate was added dropwise to the mixture at 0° C. or lower over 1.5 hours. Thereafter, the mixture was stirred at room temperature for 1.5 hours. After the reaction, an organic layer was collected by separation and washed with a saturated saline solution. After drying over anhydrous sodium sulfate, the solvent was removed. Cyclohexane was added to the residue to crystallize the reaction product, and the crystal was washed with chloroform and dried to obtain white colored N-phenoxycarbonyl hydroxylamine which is an intermediate. Yield: 31 g, Melting point: 108° C.

1. temperatureunder cooling
2. customAfter the reaction
3. customan organic layer was collected by separation
4. washwashed with a saturated saline solution
5. dry with materialAfter drying over anhydrous sodium sulfate
6. customthe solvent was removed
7. additionCyclohexane was added to the residue
8. customto crystallize the reaction product
9. washthe crystal was washed with chloroform
10. customdried

ORD record

ord-8b1b7569681d4a8e870db42e77b59455

Source dataset

uspto-grants-2004_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06821585B2