Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1857044Generated: October 31, 2026

Diethyl Ether → HCID 852848, compound

https://huagongshe.com/reaction/1857044

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantBenzoyl chlorideHCID 7412—
ReactantSodium HydroxideHCID 14798—
Reactantphenylalaninol, (S)-HCID 447213—
ReactantSodium borohydrideHCID 4311764—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductHCID 852848HCID 85284881.1%

Reaction Steps

N-benzoylphenylalaninol is synthesized by following steps of: i) suspending 1 mole (163 g) of L-phenylalaninol to 1 L of tetrahydrofuran, ii) adding 2.5 mole (100 g) of NaBH4 to the solution, iii) dropping 1.25 mole of ether-diluted sulfuric acid (66 ml, total volume 200 ml) to the solution at 0° C., iv) after reacting the solution for 12 hours at room temperature, adding 200 ml of methanol slowly, v) after adding 1 L of 5N-NaOH, evaporating organic solvent and refluxing for 3 hours, vi) after cooling to room temperature, adding 1 L of methylenechloride to the solution, vii) adding 1 mole of benzoylchloride to the solution slowly at 0° C., viii) after finishing the reaction, filtering the reaction mixture, ix) washing the product with hot water three times, and x) obtaining 207 g (81%) of N-benzoylphenylalaninol after drying the product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06143900
Source datasetuspto-grants-2000_11
ORD IDord-4fa2ef205e984d12bcbf301e83e236d5
Source noteuspto-grants-2000_11