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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 564341Generated: October 30, 2026

Hydroxylamine → tert-butyl N-hydroxycarbamate

https://huagongshe.com/reaction/564341

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroxylamineHCID 787—
ReactantTriethylamineHCID 8471—
ReactantTert-butyldicarbonateHCID 22064466—
SolventDichloromethaneHCID 6344—
Producttert-butyl N-hydroxycarbamateHCID 97534362%

Reaction Steps

To a solution of amino alcohol from Step 3 (2.60 g, 5.81 mmol) in DCM (60 mL) was added triethylamine (1.60 mL, 12.0 mmol) followed by tert-butyldicarbonate (1.50 g, 6.88 mmol) and the reaction was stirred overnight at RT. The final mixture was concentrated and purified by flash-chromatography over silica gel (eluted with Hexanes/AcOEt 80:20 to 20:80) to provide 2.80 g (88%) of Boc-amino alcohol.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08067621B2
Source datasetuspto-grants-2011_11
ORD IDord-17c18ec38452476a98920e9d14f19e06
Source noteuspto-grants-2011_11