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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 361388Generated: October 26, 2026

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

https://huagongshe.com/reaction/361388

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 4N 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 numberUS05866549
Source datasetuspto-grants-1999_02
ORD IDord-945ea424ab244a6187c5dfdeb60280c6
Source noteuspto-grants-1999_02