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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1360394Generated: October 26, 2026

Phenethyl bromide → N-{(1R)-2-methyl-1-[(2-phenylethoxy)methyl]propyl}-4-(trifluoromethyl)aniline

https://huagongshe.com/reaction/1360394

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenethyl bromideHCID 7666—
ReactantSodium HydroxideHCID 14798—
Reactant(2R)-3-methyl-2-{[4-(trifluoromethyl)phenyl]amino}butan-1-olHCID 66968920—
CatalystTetrabutylammonium hydrogen sulfateHCID 94433—
SolventBenzeneHCID 241—
ProductN-{(1R)-2-methyl-1-[(2-phenylethoxy)methyl]propyl}-4-(trifluoromethyl)anilineHCID 669695876.7%

Reaction Conditions

Temperature50 °C

Reaction Steps

(2R)-3-Methyl-2-{[4-(trifluoromethyl)phenyl]amino}butan-1-ol (50 mg, 0.201 mmol), which is the compound obtained in Step 1 of Example 2, phenethylbromide (0.22 mL, 2.01 mmol) and tetrabutylammonium hydrogensulfate (catalytic amount) were added to a mixed solvent of benzene(1 mL) and 50% aqueous sodium hydroxide solution (1 mL), and the mixture was stirred at 50° C. for 2 days. After work-up according to a conventional method, the mixture was purified by purification step A to give the title compound (4.76 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07879863B2
Source datasetuspto-grants-2011_02
ORD IDord-a912ece6d5cd4024806e16fc1d201bd8
Source noteuspto-grants-2011_02