Triphenylphosphine → HCID 68408471, Verbindung

Temperatur

60 °C

1,4-Diiodo-2,5-di-n-octyloxybenzene (4.01 g, 6.84×10−3 mol), Pd(PPh3)2Cl2 (0.248 g, 3.53×10−4 mol), PPh3 (0.179 g, 6.82×10−4 mol), CuI (0.072 g, 3.8×10−4 mol) and piperidine (40 ml) were added to a 100-ml round-bottom flask. Ar was bubbled into the reaction mixture for 5 min before trimethylsilylacetylene (3.0 ml, 2.1×10−2 mol) was added. The reaction mixture was stirred at 60° C. for 2 h under Ar. After cooling, the solvent was evaporated. CHCl3 was added to the residue, and the organic solution was washed with aqueous NH4Cl (3 times), water, and dried over Na2SO4. After the solvent was evaporated, the residue was chromatographed on silica gel with 2:1 hexane:CHCl3 as the eluent. Yield=3.455 g (96% based on 4.01 g of 1,4-diiodo-2,5-di-n-octyloxybenzene). 1H NMR (300 MHz, CDCl3): δ 6.88 (s, 2H, Ph-H), 3.94 (t, 4H, J=6.4 Hz, —OCH2), 1.78 (quint, 4H, J=6.9 Hz, —OCH2CH2—), 1.42-1.60 (m, 4H, —OCH2CH2CH2—), 1.16-1.42 (m, 16H, —CH2—), 0.88 (t, 6H, J=6.7 Hz, —CH3), 0.25 (s, 18H, —Si—CH3). CI MS m/z: 526.366 (M+) (calcd 526.366).

1. additionwas added
2. temperatureAfter cooling
3. customthe solvent was evaporated
4. additionCHCl3 was added to the residue
5. washthe organic solution was washed with aqueous NH4Cl (3 times), water
6. dry with materialdried over Na2SO4
7. customAfter the solvent was evaporated
8. customthe residue was chromatographed on silica gel with 2:1 hexane

ORD-Eintrag

ord-f874ca03d87f44269c09f5291c7f21eb

Quelldatensatz

uspto-grants-2010_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07842758B2