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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 377787Generated: October 25, 2026

Diethyl Ether → (R)-2-azido-1-benzylethylamine

https://huagongshe.com/reaction/377787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium ChlorideHCID 5234—
Reactant1-azido-2-(R)-(BOC-amino)-3-phenylpropaneHCID 22941732—
SolventHydrochloric AcidHCID 313—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product(R)-2-azido-1-benzylethylamineHCID 1480249778.9%

Reaction Steps

The compound from step 164c (4.3 g,15.6 mmol) was dissolved in 30 mL of 4 N HCl in ethanol, and the reaction mixture was stirred for 1.5 hours at room temperature. The solvent was stripped and chased with ether. The residue was dissolved in water, NaCl was added, and the mixture was extracted with ethyl ether, which was discarded. The aqueous layer was adjusted to pH 12 with K2CO3, saturated with NaCl, then extracted with CHCl3. The organic extract was washed with brine, dried (Na2SO4) and filtered. The solvent was removed under vacuum to afford 2.17 g of the title compound. MS m/z (M+H)+ : 177, MS m/z (M+NH4)+ : 194.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06028181
Source datasetuspto-grants-2000_02
ORD IDord-5110a25f19e447f08d9f70b9a05a7185
Source noteuspto-grants-2000_02