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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 17494Generated: October 29, 2026

Acetic Anhydride → N-[2-(tert-Butoxycarbonylmethylamino)ethyl]-N-methylacetamide

https://huagongshe.com/reaction/17494

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantTriethylamineHCID 8471—
ReactantHCID 59921864HCID 59921864—
SolventDichloromethaneHCID 6344—
ProductN-[2-(tert-Butoxycarbonylmethylamino)ethyl]-N-methylacetamideHCID 86630858100%

Reaction Steps

Under nitrogen atmosphere, acetic anhydride (1.16 ml, 12.3 mmol) and triethylamine (2.28 ml, 16.4 mmol) were added to a dichloromethane (41 ml) solution of [2-(tert-butoxycarbonylmethylamino)ethyl]methylamine (I-202) (1.54 g, 8.18 mmol) with cooling with ice, followed by stirring at room temperature for 15 hours. The solvent was evaporated away under reduced pressure, then the resulting residue was subjected to silica gel column chromatography, and the eluate with dichloromethane/methanol (10:1, v/v) gave the entitled compound (1.88 g, 100%) as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07737166B2
Source datasetuspto-grants-2010_06
ORD IDord-422600918c5448baa5b1af786fee5d8d
Source noteuspto-grants-2010_06