Hydrochloric Acid → 2-(4-Iodophenoxy)ethanol

Temperature

90 °C

A melt of ethylene carbonate (6.5 g, 74 mmol) in a small flask under Argon was treated with 4-iodophenol (0.400 g, 1.82 mmol) and powdered potassium carbonate (1.26 g, 9.1 mmol) and was stirred at 90° C. for 3 hr. The mixture was treated with cold dilute hydrochloric acid to decompose the excess potassium carbonate and excess aqueous sodium hydroxide solution was slowly added and the mixture was stirred over night. The suspension was extracted with methylene chloride, was washed with water and brine, was dried over sodium sulfate and was stripped to afford a white solid, which was purified by flash chromatography on silica gel (20 mL) with methylene chloride to afford (0.128 g, 27%) of the titled intermediate as a white solid, mp 76°-77.5° C.

1. additionwas slowly added
2. stirringthe mixture was stirred over night
3. extractionThe suspension was extracted with methylene chloride
4. washwas washed with water and brine
5. dry with materialwas dried over sodium sulfate
6. customto afford a white solid, which
7. customwas purified by flash chromatography on silica gel (20 mL) with methylene chloride

ORD record

ord-2b2efe22dbd0427d9cf24b213a8634f8

Source dataset

uspto-grants-1999_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05861421