HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2078124Generated: October 30, 2026
Diisopropylethylamine → HCID 67099814, compound
https://huagongshe.com/reaction/2078124
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Glycine tert-butyl ester hydrochloride | HCID 2725036 | — |
| Reactant | HCID 67099365 | HCID 67099365 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 67099814 | HCID 67099814 | 73.1% |
Reaction Steps
A solution of ethyl 6-chloro-1-(4-chlorophenyl)-4-hydroxy-1-methyl-2-oxo-naphthalene-3-carboxylate (0.998 g, 2.55 mmol), glycine tert-butyl ester hydrochloride (0.513 g, 3.06 mmol), and DIPEA (0.889 mL, 5.10 mmol) in 1,4-dioxane (15 mL) in a 75 mL sealed vessel was stirred at 120° C. for 3 hours. The solution was diluted with deionized water (75 mL) and extracted with DCM (2×50 mL). The combined organic layers were then washed with brine (50 mL), dried over MgSO4, and concentrated in vacuo to give 1.42 g crude product. The crude product was purified by flash column chromatography (silica, 0-25% DCM in hexane) to give the title compound (0.888 g). MS m/e=420 (M+H-tBu)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07928139B2 |
|---|
| Source dataset | uspto-grants-2011_04 |
|---|
| ORD ID | ord-d7cc0971b73f4e1981583d1ba1b5c723 |
|---|
| Source note | uspto-grants-2011_04 |
|---|