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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 408591Generated: October 29, 2026

Acetyl chloride → tert-Butyl (2-acetamidoethyl)carbamate

https://huagongshe.com/reaction/408591

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantN-BOC-ethylenediamineHCID 187201—
SolventDichloromethaneHCID 6344—
Producttert-Butyl (2-acetamidoethyl)carbamateHCID 15840055—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of (2-amino-ethyl)-carbamic acid tert-butyl ester (1 eq.) in DCM was added TEA (3 eq.). The reaction was cooled to 0° C. Acetyl chloride (1 eq.) was filtered through a pad of alumina then added dropwise in solution in DCM to the reaction at 0° C. The reaction was stirred at 20° C. for 4 h. The crude was diluted with DCM, washed twice with water, then twice with a saturated aqueous solution of NaHCO3. The organic layer was dried over MgSO4, filtered and concentrated under reduced pressure to afford (2-acetylamino-ethyl)-carbamic acid tert-butyl ester. The compound was used as such without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759334B2
Source datasetuspto-grants-2014_06
ORD IDord-6bcea39ce54c43bbb3660b025f9353be
Source noteuspto-grants-2014_06