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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2047462Generated: November 1, 2026

Triethylamine → HCID 58356111, compound

https://huagongshe.com/reaction/2047462

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantSodium HydroxideHCID 14798—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
ReactantHCID 67319442HCID 67319442—
SolventTolueneHCID 1140—
ProductHCID 58356111HCID 5835611188.1%

Reaction Conditions

Temperature65 °C

Reaction Steps

To a solution of the compound (2.29 g) obtained in step 8 in toluene (24.0 mL) were added DPPA (2.44 g) and triethylamine (1.23 mL), and the mixture was stirred at 65° C. for 1 hr. The mixture was cooled to −10° C., 8N aqueous sodium hydroxide solution (9.23 mL) was added dropwise, and the mixture was stirred at −10° C. to 0° C. for 1.5 hr. The mixture was diluted with toluene, and extracted with water and 1N aqueous sodium hydroxide solution. The combined aqueous layer was extracted with ethyl acetate (4 times), dried and concentrated under reduced pressure. The residue was diluted with ethyl acetate, and the insoluble material was filtered off, and the filtrate was concentrated under reduced pressure to give the title compound (1.83 g, 88%) as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08592454B2
Source datasetuspto-grants-2013_11
ORD IDord-41ef678b48194542b09e21cadc40c315
Source noteuspto-grants-2013_11