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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1578119Generated: October 27, 2026

Phenylacetyl chloride → Benalaxyl

https://huagongshe.com/reaction/1578119

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylacetyl chlorideHCID 7679—
ReactantMethyl N-(2,6-dimethylphenyl)-DL-alaninateHCID 94555—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
ProductBenalaxylHCID 51369—

Reaction Steps

17 g (0.11 mol) of phenylacetylchloride were added dropwise in 30 minutes and at room temperature, to a solution of N-(1-carbomethoxy-ethyl)-2,6-dimethyl-aniline(21.2 g at a purity of 95%, 0.1 mol) in toluene (150 ml) and dimethylformamide (1 ml.). The reaction mixture was stirred 1 hour at room temperature and 3 hours at reflux temperature, then it was cooled down to room temperature and washed with an aqueous solution of NaHCO3 at 5% and successively with water. The organic phase was separated and anhydrified with anhydrous Na2SO4. The solvent was evaporated and the rough product obtained was recrystallized from ligroin (75°-120° C.), so obtaining 26 g. of the desired product (white solid, m.p. 78°-80° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04291049
Source datasetuspto-grants-1981_09
ORD IDord-b0129ab162da42a2b75662c2c4384491
Source noteuspto-grants-1981_09