Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 275881Generated: November 2, 2026

Acetic Acid → HCID 53870183, compound

https://huagongshe.com/reaction/275881

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant4-(Trifluoromethyl)benzaldehydeHCID 67996—
Reactant2-Amino-5-chloro-alpha-(3-tert-butoxycarbonylaminomethylphenyl)benzyl alcoholHCID 54358865—
ReactantHCID 178511851HCID 178511851—
SolventMethanolHCID 887—
ProductHCID 53870183HCID 5387018383.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

In methanol (20 ml) were dissolved 2-amino-5-chloro-α-(3-tert-butoxycarbonylaminomethylphenyl)benzyl alcohol (0.5 g) obtained in Example 1 (2) and 4-trifluoromethylbenzaldehyde (0.28 g). To the solution were added acetic acid (0.1 g) and cyano sodium borohydride (0.17 g). The mixture was stirred for 40 minutes at 60° C. The reaction mixture was concentrated, to which were added ethyl acetate (30 ml) and water (20 ml), followed by extraction. The organic layer was washed with water and dried over anhydrous sodium sulfate. The solvent was distilled off, and the residue was purified by means of a silica gel column chromatography to give 5-chloro-2-(4-trifluoromethylbenzylamino)-α-(3-tert-b-utoxycarbonylaminomethylphenyl)benzyl alcohol (0.6 g) as a colorless oily product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06352982B1
Source datasetuspto-grants-2002_03
ORD IDord-90a748589c9243b386e93c9e6cfeb13c
Source noteuspto-grants-2002_03