Phosphoric Acid → 3-(4-Methylphenyl)-1-iodopropane

Temperature

120 °C

Potassium iodide (0.90 g, 5.4 mmol) and 3-(p-methylphenyl)propan-1-ol (0.4 g, 2.7 mmol) was added to 85% phosphoric acid (5.4 mL) at rt. The solution was heated to 120° C. for 3 h, during which time an oil separated from the acid layer. The mixture was cooled to rt and poured into 150 mL of water and 150 mL of diethyl ether. The organic layer was separated, decolorized with saturated sodium bisulfite solution (100 mL), and washed with saturated sodium chloride solution (100 mL). The organic layer was then dried (MgSO4), filtered, and concentrated in vacuo to afford 3-(4-methylphenyl)-1-iodopropane (0.48 g, 68%).

1. customseparated from the acid layer
2. temperatureThe mixture was cooled to rt
3. additionpoured into 150 mL of water and 150 mL of diethyl ether
4. customThe organic layer was separated
5. washwashed with saturated sodium chloride solution (100 mL)
6. dry with materialThe organic layer was then dried (MgSO4)
7. filtrationfiltered
8. concentrationconcentrated in vacuo

ORD record

ord-543e476b9d3c4eaaa181bca48e24eaf7

Source dataset

uspto-grants-1999_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05861428