Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 389032Generated: October 30, 2026

Trifluoroacetic acid → Methyl[4-(1-methylpiperidin-4-yl)-4,10-dihydro-9-oxa-3-thiabenzo[f]azulen-6-ylsulfanyl]acetate

https://huagongshe.com/reaction/389032

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant1,4-Dioxane hydrochlorideHCID 20443148—
ReactantMethyl[4-hydroxy-4-(1-methylpiperidin-4-yl)-4,10-dihydro-9-oxa-3-thiabenzo[f]azulen-6-ylsulfanyl]acetateHCID 86649443—
SolventDichloromethaneHCID 6344—
ProductMethyl[4-(1-methylpiperidin-4-yl)-4,10-dihydro-9-oxa-3-thiabenzo[f]azulen-6-ylsulfanyl]acetateHCID 8664944472.6%

Reaction Steps

Trifluoroacetic acid (10 mL) was added to a dichloromethane solution of the compound obtained in Example 23 (5.7 g, 14 mmol), and the mixture was stirred at room temperature overnight. The solvents were distilled off, and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:2), to give a free compound. Thereafter, 4 mol/L hydrogen chloride-dioxane (8.0 mL, 32 mmol) was added thereto, and the mixture was stirred for 1 hour. The solvents were distilled off under a reduced pressure, and ether was added to the residue to allow crystallization. The precipitated crystals were separated by filtration and dried, to give 4.1 g (69%) of the captioned compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08377967B2
Source datasetuspto-grants-2013_02
ORD IDord-a3b15bdd44f949bd9607610d23418b2e
Source noteuspto-grants-2013_02