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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1785616Generated: October 30, 2026

Hydrochloric Acid → HCID 68426089, compound

https://huagongshe.com/reaction/1785616

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,1'-CarbonyldiimidazoleHCID 68263—
ReactantHCID 68427487HCID 68427487—
SolventEthyl AcetateHCID 8857—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 68426089HCID 6842608996.9%

Reaction Steps

A solution of 1-(R)-(4-methoxyphenyl)-N1-[2-(4-methoxyphenyl)ethyl]ethane-1,2-diamine (446 g, 1.48 mol) in ethyl acetate (2.25 L) is placed in a water bath and 1,1′-carbonyldiimidazole (264 g, 1.62 mol) is added in portions. The reaction is then heated to reflux for 1.5 hours after which the solution is cooled, treated with 1N HCl (2×1.5 L), brine (2×1.5 L), dried over Na2SO4 and set aside in the cold. After standing the precipitate which forms is removed by filtration and the solvent removed under reduced pressure to afford 468 g (96% yield) of the desired product. Chiral HPLC of the product thus obtained to have 99.5% of the desired (R) enantiomer present.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07504517B2
Source datasetuspto-grants-2009_03
ORD IDord-89730026afe84821898c198094e13e2c
Source noteuspto-grants-2009_03