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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 471260Generated: October 26, 2026

Triethylamine → (9-(9-Hydroxynonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(5-methylthiophen-2-yl)methanone

https://huagongshe.com/reaction/471260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant1-Nonanol, 9-bromo-HCID 108700—
Reactant(5-Methylthiophen-2-yl)(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone trifluoroacetateHCID 67292300—
SolventAcetonitrileHCID 6342—
Product(9-(9-Hydroxynonyl)-1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)(5-methylthiophen-2-yl)methanoneHCID 57989332—

Reaction Conditions

Temperature60 °C

Reaction Steps

A solution of 9-bromo-1-nonanol (0.314 g) in MeCN (3 mL) was added to solution of (5-methylthiophen-2-yl)(1-oxa-4,9-diazaspiro[5.5]undecan-4-yl)methanone trifluoroacetate (example 9, step b) (0.263 g) and triethylamine (0.261 mL) in MeCN (7 mL). The resulting mixture was stirred at 60° C. under argon for 16 h. After cooling to RT the solvent was removed in vacuo. The residue was taken up in DCM, washed with brine (×2), dried over sodium sulphate, filtered and evaporated in vacuo. The white solid was purified by silica gel chromatography eluting with 0-10% MeOH in DCM to give the subtitled compound as a white solid. Yield 0.352 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629271B2
Source datasetuspto-grants-2014_01
ORD IDord-2d4d347dc2a646179d8e811deabe2cfe
Source noteuspto-grants-2014_01