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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1816711Generated: November 2, 2026

Trifluoroacetic acid → HCID 22494778, compound

https://huagongshe.com/reaction/1816711

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
ReactantHCID 22494630HCID 22494630—
SolventDichloromethaneHCID 6344—
ProductHCID 22494778HCID 22494778205.8%

Reaction Steps

To a solution of 4-(6-methoxyhexylthio)-N-t-butoxycarbonylpiperidine (3.32 g) in dichloromethane (40 ml) were added triethylsilane (8.0 ml) and trifluoroacetic acid (15.4 ml) with stirring in an ice bath. The mixture was stirred at ambient temperature for 2 hours. The reaction mixture was evaporated in vacuo. The resulting residue was chromatographed on silica gel (400 ml) eluting with a mixture of dichloromethane and methanol (4:1 v/v). The fractions containing the object compound were collected and evaporated under reduced pressure to give 4-(6-methoxyhexylthio)piperidine (4.77 g). This compound was immediately used as the starting compound for the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06884868B1
Source datasetuspto-grants-2005_04
ORD IDord-3658631cfbc74ba89dad0a8ac12c6635
Source noteuspto-grants-2005_04