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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2099537Generated: October 31, 2026

Phenethylamine → HCID 68683946, compound

https://huagongshe.com/reaction/2099537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenethylamineHCID 1001—
ReactantDiisopropylethylamineHCID 81531—
ReactantN-(5-Bromopentyl)phthalimideHCID 136770—
SolventAcetonitrileHCID 6342—
ProductHCID 68683946HCID 68683946100.9%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of N-(5-bromopentyl)phthalimide (5 g, 16.9 mmol) in ACN (50 mL) was added N-benzylmethylamine (2.04 g, 16.9 mmol), followed by DIPEA (2.93 mL, 16.9 mmol). The reaction mixture was stirred at 50° C. for 3 hours and then the solvent was removed in vacuo. The residue was dissolved in DCM (100 mL), washed with brine (100 mL), dried over magnesium sulfate, filtered and concentrated. The residue was dissolved in MeOH (100 mL) and hydrogenated to remove the benzyl group using palladium on activated carbon (1 g, 10 wt. % (dry basis)) as a catalyst under a hydrogen gas balloon at room temperature overnight. The mixture was filtered through Celite and the solvent was removed in vacuo to yield 4.2 g of the title intermediate as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07569588B2
Source datasetuspto-grants-2009_08
ORD IDord-2faa8543642e46a19f5fae9640505fb5
Source noteuspto-grants-2009_08