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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2078034Generated: October 30, 2026

Diisopropylethylamine → HCID 67100135, compound

https://huagongshe.com/reaction/2078034

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantGlycine methyl ester hydrochlorideHCID 122755—
ReactantHCID 67099777HCID 67099777—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 67100135HCID 6710013574.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

A mixture of ethyl 6-chloro-4-hydroxy-2-oxo-2′,3′,5′,6′-tetrahydro-spiro[naphthalene-1,4′-pyran]-3-carboxylate (0.810 g, 2.41 mmol), glycine methyl ester hydrochloride (0.39 g, 3.11 mmol, 1.3 eq.), 1,4-dioxane (7.0 mL) and DIPEA (1.3 mL, 7.46 mmol) was heated at 80° C. for 6 hours. The mixture was then cooled to room temperature and extracted with EtOAc (3×25 mL). The combined organic extracts were washed with 2N HCl and brine. The solution was dried (MgSO4) and concentrated under reduced pressure to give a pale yellow solid. The product was recrystallized from EtOAc to give a colorless solid (0.68 g). MS m/e=380.0 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07928139B2
Source datasetuspto-grants-2011_04
ORD IDord-904fda14ee714f0e959e334308a90bae
Source noteuspto-grants-2011_04