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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 658979Generated: October 26, 2026

Benzenamine, 4-(phenylmethyl)- → N-(4-benzylphenyl)-2-fluoro-4-formylbenzamide

https://huagongshe.com/reaction/658979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenamine, 4-(phenylmethyl)-HCID 136914—
ReactantN,N-Diethyl-2-propanamineHCID 521913—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
Reactant2-Fluoro-4-formylbenzoic acidHCID 18441958—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductN-(4-benzylphenyl)-2-fluoro-4-formylbenzamideHCID 57625195—

Reaction Steps

To a solution of 4-benzylbenzenamine (0.100 g, 0.55 mmol), 2-fluoro-4-formylbenzoic acid (0.092 g, 0.55 mmol), N,N-diethylpropan-2-amine (0.10 ml, 0.65 mmol) in DMF (2.00ml) was added HBTU. The reaction mixture was stirred at room temperature for 1 h. The mixture was diluted with EtOAc, washed with water and dried over MgSO4. The solvent was evaporated and the residue was purified by flash chromatography in a EtOAc/Hexene system to give the title compound. MS (ESI) m/z: Calculated; 333.3: Observed; 332.1. 1H NMR (300 MHz, CHLOROFORM-d) δ ppm 10.05-10.10 (1H, m), 8.31-8.44 (2H, m), 7.80-7.85 (1H, m), 7.67-7.73 (1H, m), 7.56-7.62 (2H, m), 7.15-7.40 (6H, m), 3.99 (2H, s)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08080542B2
Source datasetuspto-grants-2011_12
ORD IDord-d15a70cd33d34da1a008da6589055c8f
Source noteuspto-grants-2011_12