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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 269719Generated: November 1, 2026

Water → HCID 69219589, compound

https://huagongshe.com/reaction/269719

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTolueneHCID 1140—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 23067106HCID 23067106—
ProductHCID 69219589HCID 69219589—

Reaction Conditions

Temperature30 °C

Reaction Steps

To 372 mL of water were added 37.20 g (0.13 mol) of methyl (±)-3-benzylamino-3-(p-tolyl)propionate and 11.03 g (0.13 mol) of sodium hydrogen carbonate, and the mixture was maintained at 30° C. To the resulting mixture was added 186 mg of lipase (CAL; available from Roche, CHIRAZYME L-2 (trade name)) originated from Candida antarctica at the same temperature, and the mixture was reacted at 30° C. while stirring. After 8.5 hours, at the time when the conversion rate of the starting materials reached 39.4%, the reaction mixture was filtered to obtain a solid state product. To the resulting product was added 200 ml of toluene and the mixture was stirred at room temperature for 2 hours, then, filtered and dried to obtain 11.11 g (Isolated yield based on methyl (±)-3-benzylamino-3-(4-fluorophenyl)propionate=31.4%) of 3-(R) or (S)-benzylamino-3-(p-tolyl)propionic acid as white crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07449325B2
Source datasetuspto-grants-2008_11
ORD IDord-1798fb825fdd447391f7423a0b49d604
Source noteuspto-grants-2008_11