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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 541947Generated: November 2, 2026

Triethylamine → HCID 57961674, compound

https://huagongshe.com/reaction/541947

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzoyl chloride, 3-nitro-HCID 8495—
ReactantSodium BicarbonateHCID 516892—
Reactant3-(Aminomethyl)-1-N-Boc-anilineHCID 2756481—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57961674HCID 57961674105%

Reaction Conditions

Temperature20 °C

Reaction Steps

A solution of tert-butyl [3-(aminomethyl)phenyl]carbamate (2.0 g, 9 mmol) and triethylamine (1.3 mL, 9.5 mmol) in tetrahydrofuran (26 mL) at 0° C. was treated with a solution of 3-nitrobenzoyl chloride (1.8 g, 9.5 mmol) in tetrahydrofuran (7.3 mL) and stirred at 20° C. for 1 h. The reaction mixture was treated with saturated sodium bicarbonate and the aqueous layer was separated and extracted with ethyl acetate (3×15 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered, and evaporated to give the desired product (3.5 g, 105%) as a crude off-white solid that was used without further purification. LCMS for C15H14N3O5 ([M-(t-Bu)+H]+H)+: m/z=316.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871753B2
Source datasetuspto-grants-2014_10
ORD IDord-cba1d40832694c79960032eda8aa1b93
Source noteuspto-grants-2014_10