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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1868752Generated: October 30, 2026

Diisopropylethylamine → HCID 67100084, compound

https://huagongshe.com/reaction/1868752

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantGlycine tert-butyl ester hydrochlorideHCID 2725036—
ReactantHCID 67099630HCID 67099630—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67100084HCID 6710008421.4%

Reaction Conditions

Temperature75 °C

Reaction Steps

DIPEA (1870 μL, 10738 μmol, 2.5 eq) was added to a mixture of ethyl 4-hydroxy-1,1-dimethyl-2-oxo-7-(trifluoromethyl)-naphthalene-3-carboxylate (1.41 g, 4295 μmol) and glycine tert-butyl ester hydrochloride (864 mg, 5154 μmol) in dioxane (50 mL). The reaction mixture was stirred at 75° C. for 15 hours. The reaction mixture was cooled to room temperature and concentrated in vacuo to give a yellow solid. The crude solid was purified by silica flash chromatography (0-40% DCM/hexane) to give the desired ester as a white solid (380 mg). MS (m/e)=358.1 (M+H-tBu)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07635715B2
Source datasetuspto-grants-2009_12
ORD IDord-e4befc9f7ccf4e79a2162d7d779ac562
Source noteuspto-grants-2009_12