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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2078349Generated: November 2, 2026

Diisopropylethylamine → HCID 178451287, compound

https://huagongshe.com/reaction/2078349

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantGlycine tert-butyl ester hydrochlorideHCID 2725036—
Reactantethyl 8-chloro-4-hydroxy-2-oxo-2',3',5',6'-tetrahydro-4H-spiro[naphthalene-1,4'-pyran]-3-carboxylateHCID 67099930—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 178451287HCID 17845128738.5%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of ethyl 8-chloro-4-hydroxy-2-oxo-2′,3′,5′,6′-tetrahydro-4H-spiro[naphthalene-1,4′-pyran]-3-carboxylate (0.27 g, 0.80 mmol), and tert-butyl 2-aminoacetate hydrochloride (0.20 g, 1.2 mmol) in 1 mL dioxane was treated with N-ethyl-N-isopropylpropan-2-amine (0.26 g, 2.0 mmol). The mixture was warmed to 100° C. and stirred for 2.5 hours. The mixture was then cooled to room temperature, diluted with 20 mL H2O and 100 mL EtOAc. The organic layer was separated, dried over anhydrous sodium sulfate and concentrated. The concentrate was purified by column chromatography (10-20% EtOAc/hexane) to give 0.13 g off-white solid. MS m/e: (M+H)+ 422.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07928139B2
Source datasetuspto-grants-2011_04
ORD IDord-4496bf9b6f324017abb975cf9dabfa2a
Source noteuspto-grants-2011_04