Triethylamine → HCID 22061495, Verbindung

Temperatur

65 °C

To a mixture of 5-bromophthalide (2.00 g, 9.39 mmol), tetrahydro-2-(2-propynyloxy)-2H-pyran (5.3 ml, 37.6 mmol), copper(I) iodide (0.645 g, 3.39 mmol), triethylamine (1.90 g, 18.8 mmol) in DMF (20 ml), was added tetrakis(triphenylphosphine)palladium (1.30 g, 1.13 mmol). The mixture was heated at 65° C. under argon for 16 hours, cooled to room temperature and diluted with diethyl ether (250 ml). The filtrate was washed with brine (4×100 ml), dried over anhydrous Na2SO4, and concentrated to give a dark-reddish residue. Purification of the residue mixture by silica gel column chromatography, eluted with a gradient of EtOAc, led to 5-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-3H-isobenzofuran-1-one as a white solid (2.23 g, 87%).

1. temperaturecooled to room temperature
2. washThe filtrate was washed with brine (4×100 ml)
3. dry with materialdried over anhydrous Na2SO4
4. concentrationconcentrated
5. customto give a dark-reddish residue
6. customPurification of the residue mixture by silica gel column chromatography
7. washeluted with a gradient of EtOAc

ORD-Eintrag

ord-57bded8a32ec45f8a063c0a39c4a0f5e

Quelldatensatz

uspto-grants-2006_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07060844B2