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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1868708Generated: October 28, 2026

Diisopropylethylamine → HCID 67099939, compound

https://huagongshe.com/reaction/1868708

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantGlycine tert-butyl ester hydrochlorideHCID 2725036—
ReactantHCID 67099792HCID 67099792—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67099939HCID 6709993997.9%

Reaction Steps

A solution of ethyl 7,8-dichloro-4-hydroxy-1,1-dimethyl-2-oxo-naphthalene-3-carboxylate (0.200 g, 0.456 mmol), glycine tert-butyl ester hydrochloride (0.0993 g, 0.592 mmol), and DIPEA (0.159 mL, 0.911 mmol) in 1,4-dioxane (5 mL) was heated to 120° C. in a 15 mL sealed vessel for 3 hours. The reaction was then diluted with deionized water (50 mL) and extracted with DCM (2×50 mL). The combined organic layers were washed with deionized water (50 mL) and then with brine (50 mL). The organic layer was then dried over MgSO4, concentrated, and dried in vacuo to give 0.338 g of the crude product. The crude product was purified by flash column chromatography (silica, 0-50% DCM in hexane) to give the title compound (0.185 g). MS m/e 412 (M−H)−.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07635715B2
Source datasetuspto-grants-2009_12
ORD IDord-d41c9185d1474f358edfe56a29a2be02
Source noteuspto-grants-2009_12