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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1393917Generated: November 4, 2026

Hexylamine → HCID 86599750, compound

https://huagongshe.com/reaction/1393917

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexylamineHCID 8102—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantBenzyl [(3S)-2-oxopiperidin-3-yl]carbamateHCID 11482034—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86599750HCID 86599750—

Reaction Steps

A solution of (3S)-3-benzyloxycarbonylamino-2-piperidone (2.48 g, 9.99 mmol) in tetrahydrofuran (25 mL) was cooled at an external temperature of −78° C., followed by adding dropwise thereto an n-butyllithium-hexane solution (1.54 M, 6.2 mL, 9.548 mmol) over a period of 10 minutes, and the resulting mixture was stirred at the same temperature for 1.5 hours. Subsequently, a solution of phosphorus oxychloride (1.53 g, 9.98 mmol) in tetrahydrofuran (5 mL) was added thereto and stirred for 1.25 hours, after which n-hexylamine (d=0.76, 6.0 mL, 45.06 mmol) was added thereto and the resulting mixture was stirred at room temperature for 10 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07348318B2
Source datasetuspto-grants-2008_03
ORD IDord-db3f9d202367461b8ec6121a666081fd
Source noteuspto-grants-2008_03