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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1404693Generated: October 31, 2026

Hydrochloric Acid → 1-(4-Hydroxyphenyl)-2-[[2-[4-(phenylmethoxy)phenyl]ethyl](phenylmethyl)amino]-1-propanone

https://huagongshe.com/reaction/1404693

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantPotassium HydroxideHCID 14797—
ReactantHCID 56926830HCID 56926830—
SolventAcetoneHCID 180—
Product1-(4-Hydroxyphenyl)-2-[[2-[4-(phenylmethoxy)phenyl]ethyl](phenylmethyl)amino]-1-propanoneHCID 5457595896.7%

Reaction Conditions

Temperature59 °C

Reaction Steps

50 g of 4-(2-{benzyl-[2-(4-benzyloxyphenyl)-ethyl]-amino}-propionyl)phenyl methanesulfonate (B), 100 ml of water, 355 ml of acetone and 18.4 g of potassium hydroxide are introduced into a one liter glass reactor at room temperature. The mixture is heated to reflux temperature (about 59° C.) and kept at such a temperature for two hours. Subsequently, the mixture is cooled down to 45-50° C. and 30% hydrochloric acid is added until a pH of around 7 is obtained. The lower phase is separated and the organic phase is diluted with 100 ml of water. A suspension is obtained that is cooled down to 0° C. The solid is isolated through filtration and washed and then vacuum dried at 40° C. 41.4 g of 2-{Benzyl-[2-(4-benzyloxy-phenyl)-ethyl]-amino}-1-(4-hydroxy-phenyl)-propan-1-one (C) as a white solid, are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912360B2
Source datasetuspto-grants-2014_12
ORD IDord-d9a4a59cf23e4d8ca4d0f956624ae7d0
Source noteuspto-grants-2014_12