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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 910014Generated: October 27, 2026

Trifluoroacetic acid → 851091-96-8

https://huagongshe.com/reaction/910014

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium BicarbonateHCID 516892—
Reactant1-[2-(4-Amino-3-chloro-benzoylamino)-3,3-dimethyl-butyryl]-pyrrolidine-2-carboxylic acid tert-butyl esterHCID 10203484—
SolventDichloromethaneHCID 6344—
Product851091-96-8HCID 10156704101%

Reaction Steps

To a solution of 4 (15.9 g, 36.3 mmol) in CH2Cl2 (30 mL) was added TFA (trifluoroacetic acetic acid) (30 mL) and the solution stirred at room temperature for 3 hours under N2. The reaction was transferred to a beaker (1 L) and diluted with CH2Cl2 (60 mL). To the solution at 0° C. was added solid NaHCO3 (39 g, 46 mmol) and stirred for 15 minutes before partitioning between EtOAc (300 mL) and H2O (300 mL). After extraction the aqueous layer was acidified to pH 4-5 and extracted with EtOAc. The organic layer was dried (MgSO4) and evaporated to dryness to give 5 as a white solid (14.0 g, quantitative yield):

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022041B2
Source datasetuspto-grants-2011_09
ORD IDord-6c9455b2062b4a949e235b542d25a959
Source noteuspto-grants-2011_09