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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 83574Generated: October 29, 2026

Triethylamine → N-[2-(tert-Butyldimethylsilanyloxymethyl)allyl]-2-diazo-N-(2,4-dimethoxybenzyl)acetamide

https://huagongshe.com/reaction/83574

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Diazonio-1-[(2,5-dioxopyrrolidin-1-yl)oxy]ethen-1-olateHCID 71346141—
Reactant[2-(tert-Butyldimethylsilanyloxymethyl)allyl]-(2,4-dimethoxybenzyl)amineHCID 89465872—
SolventChloroformHCID 6212—
ProductN-[2-(tert-Butyldimethylsilanyloxymethyl)allyl]-2-diazo-N-(2,4-dimethoxybenzyl)acetamideHCID 12392760448.7%

Reaction Steps

To a solution of [2-(tert-butyldimethylsilanyloxymethyl)allyl]-(2,4-dimethoxybenzyl)amine (384 mg) in chloroform (3.8 ml) were sequentially added triethylamine (0.23 ml) and diazoacetic acid 2,5-dioxopyrrolidin-1-yl ester (200 mg) at room temperature, and the mixture was stirred for 16 hours. This reaction mixture was concentrated under reduced pressure, the resulting residue was purified by silica gel column chromatography (eluent: n-hexane/ethyl acetate=4/1) to give the titled compound (223 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846746B2
Source datasetuspto-grants-2014_09
ORD IDord-bc3a10e3b8974dafafc051fea5b678ed
Source noteuspto-grants-2014_09