Iodine → HCID 178479007, compound

Temperature

121 °C

A reactor equipped witha reflux condenser was charged under an argon atmospher with 6.55 gm of magnesium metal powder (0.269 moles), 250ml. of Isopar "E" isoparaffinic hydrocarbon solvent and a few crystals (0.2 gm) of iodine. This mixture was heated to reflux temperature (121° C.) for about 60 minutes to activate the metal. Then, 28.0 ml (0.27 moles) of n-butyl chloride was added in 30 minutes to this metal slurry at reflux temperature; the resulting reaction mixture was allowed to reflux for 90 minutes. Anhydrous crystalline phenol (C6H5OH) 28 gm (0.298 moles) was then added slowly in melted form along with Isopar E solvent (50° C.) under good agitation. The phenol addition was completed in 20 minutes. During addition of phenol, heating was cut off and maintained at the reflux of released butane from the reaction. The reaction slurry turned from a grayish to a whitish color. The reaction slurry was then heated up to 90° C. with distillation of the refluxing butane. The slurry color turned from gray to white with no visible metal particles. Reaction was continued at 90° C. for another two hours with the addition of another 12 gms (0.128 moles) of phenol. The second addition of phenol was to see if any magnesium solubilized. The hot reaction slurry was then filtered to collect solid product. The solid product was washed with pentane to remove leftover solvents. The filtrate was tested for magnesium and found to be nil. The solid was dried under argon pressure until it was found to be a free flowing powder. Analysis of the solid white product showed 14.82% total magnesium, 56.78% C6H5O, 21.27% Cl, and remaining is free solvent: The filtrate was found to have all the excess phenol in it. This solid white product had an RO/Mg/X (i.e., C6H5O/Mg/Cl) molar ratio almost equal to 1:1:1.

1. customA reactor equipped
2. temperaturewitha reflux condenser
3. temperatureThis mixture was heated
4. temperatureat reflux temperature
5. customthe resulting reaction mixture
6. temperatureto reflux for 90 minutes
7. temperatureheating
8. temperaturemaintained at the
9. customReaction
10. filtrationThe hot reaction slurry was then filtered
11. customto collect solid product
12. washThe solid product was washed with pentane
13. customto remove
14. customThe solid was dried under argon pressure until it

ORD record

ord-dfe66ae4c065404d9f6b30b222ffd7c7

Source dataset

uspto-grants-1988_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04792640