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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2304007Generated: November 1, 2026

Sodium Hydroxide → 3-Phenyl-3-(2,4,6-trichlorobenzenesulphonamido)propionic acid

https://huagongshe.com/reaction/2304007

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
ReactantDL-beta-PhenylalanineHCID 69189—
Reactant2,4,6-Trichlorobenzenesulfonyl chlorideHCID 521335—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product3-Phenyl-3-(2,4,6-trichlorobenzenesulphonamido)propionic acidHCID 2300262473.5%

Reaction Steps

1.15 g of 3-amino-3-phenylpropionic acid are dissolved in 25 ml of dioxane and 7 ml of 1N sodium hydroxide and 1.95 g of 2,4,6-trichlorobenzenesulphonyl chloride in 5 ml of dioxane are gradually added, while maintaining the pH at 10.5-11 by addition of 1N sodium hydroxide. After stirring for 2 hours at RT, the mixture is diluted with 100 ml of water, extracted twice with EtOAc and acidified to pH=2 by addition of 6N HCl The solid formed is drained, washed with water and dried at 40° C. 2.09 g of the expected product are obtained, m.p.=218-219° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06433185B1
Source datasetuspto-grants-2002_08
ORD IDord-57d0f4942e4445929db164f7c2c2c351
Source noteuspto-grants-2002_08