Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1913441Generated: October 31, 2026

Triethylamine → HCID 67408833, compound

https://huagongshe.com/reaction/1913441

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantBenzyl succinimido carbonateHCID 83172—
Reactanttert-Butyl 2,7-diazaspiro[3.5]nonane-2-carboxylateHCID 23282935—
SolventDichloromethaneHCID 6344—
ProductHCID 67408833HCID 67408833100.2%

Reaction Conditions

Temperature0 °C

Reaction Steps

Tert-butyl 2,7-diazaspiro[3.5]nonane-2-carboxylate (21.0 g, 92.8 mmol) and triethylamine (20 mL, 186 mmol) were dissolved in dichloromethane (200 mL). The reaction was cooled to 0° C. and a solution of benzyl 2,5-dioxopyrrolidin-1-yl carbonate (23.1 g, 92.8 mmol) in dichloromethane (25 mL) was added dropwise. The ice-bath was removed and the reaction was stirred at room temperature for 6 hours. The reaction was diluted with dichloromethane (100 mL), washed with 10% aqueous citric acid solution (100 mL), water (100 mL) and brine (100 mL). The organic solution was dried over MgSO4, filtered and concentrated to afford 7-benzyl 2-tert-butyl 2,7-diazaspiro[3.5]nonane-2,7-dicarboxylate (33.5 g, 100%) as colorless oil, which was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08609680B2
Source datasetuspto-grants-2013_12
ORD IDord-1e4a76d9f484421cb2940d69d2212d99
Source noteuspto-grants-2013_12