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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 515943Generated: October 30, 2026

Triethylamine → HCID 66779574, compound

https://huagongshe.com/reaction/515943

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-DichlorophosphoryloxynaphthaleneHCID 575631—
Reactant39825-33-7HCID 13089459—
SolventDichloromethaneHCID 6344—
ProductHCID 66779574HCID 6677957492.5%

Reaction Conditions

Temperature-78 °C

Reaction Steps

(S)-isopropyl 2-aminopropanoate hydrochloride (Oakwood, 1.28 g, 7.64 mmol) and naphthalen-1-yl phosphorodichloridate (2 g, 7.66 mmol) was suspended in anhydrous DCM (35 mL). The reaction was cooled to −78° C. Triethylamine (1.55 g, 2.13 mL, 15.3 mmol) was added dropwise. The reaction mixture was stirred at −78° C. for 1 h, then warmed up to room temperature and stirred for 5 h. The solvent was removed, and the residue was washed with dry ethyl ether and filtered. The filtrate was concentrated to give crude (2S)-isopropyl 2-(chloro(naphthalen-1-yloxy)phosphorylamino)propanoate as a light yellow oil (2.5 g, 92%) and used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108999B2
Source datasetuspto-grants-2015_08
ORD IDord-37273bec7e8142938fa0e975d45921d9
Source noteuspto-grants-2015_08