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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2398757Generated: October 31, 2026

Mandelic Acid → 2-[2-(alpha-Hydroxybenzyl)-5-benzoxazolyl]propionitrile

https://huagongshe.com/reaction/2398757

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMandelic AcidHCID 1292—
Reactant2-(3-Amino-4-hydroxyphenyl)propanenitrileHCID 12202636—
SolventO-XyleneHCID 7237—
Product2-[2-(alpha-Hydroxybenzyl)-5-benzoxazolyl]propionitrileHCID 20319579—

Reaction Steps

A mixture of 3-amino-4-hydroxyhydratroponitrile (10 g.), mandelic acid (14 g.) and xylene (300 ml.) was heated using a Dean and Stark apparatus for 24 hours. The solution was filtered, evaporated to dryness and the residue dissolved in chloroform. The solution was washed with acid and base, dried over sodium carbonate and was eluted down a silica gel column with ether to give 2-[2-(α-hydroxybenzyl)-5-benzoxazolyl] propionitrile, the structure of which was confirmed by n.m.r. spectroscopy.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04025637
Source datasetuspto-grants-1977_05
ORD IDord-af9224f88f6a4b7eb19d657410686bd0
Source noteuspto-grants-1977_05