2-Bromoethanol → 2-(2-Iodo-6-methylpyridin-3-yloxy)ethanol

Temperature

100 °C

2-Iodo-6-methyl-pyridin-3-ol (6.49 g, 27.6 mmol) was stirred in a 1M solution of sodium hydroxide (30 ml). To this was added 1-bromoethan-2-ol (3.91 ml, 55.20 mmol) dropwise at room temperature. The resulting solution was then heated to 100° C. and stirred for 2 hours. The reaction mixture was cooled and then extracted into chloroform (2×100 ml). The organic phases were combined and extracted with a solution of 1M sodium hydroxide (25 ml). The organic phase was then dried over magnesium sulfate and concentrated in vacuo. This provided the desired product which was used without further purification (5.26 g).

1. temperatureThe reaction mixture was cooled
2. extractionextracted into chloroform (2×100 ml)
3. extractionextracted with a solution of 1M sodium hydroxide (25 ml)
4. dry with materialThe organic phase was then dried over magnesium sulfate
5. concentrationconcentrated in vacuo

ORD record

ord-55d71aeb95da414f97dd5dd9a07b5e13

Source dataset

uspto-grants-2007_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07205408B2