Isopropyl iodide → 1-(1-Methylethyl)-1H-pyrazole-3-ethanol

Temperature

100 °C

To a solution of 1.0 gm (9.0 mMol) 2-(3-pyrazolyl)-1-ethanol in 36 mL dimethylformamide were added 2.38 gm (22.5 mMol) sodium carbonate followed by the dropwise addition of a solution of 0.89 mL (9.0 mMol) 2-iodopropane in 8 mL dimethylformamide. The reaction mixture was heated to 100° C. for 18 hours. The reaction mixture was then cooled to ambient and then concentrated under reduced pressure. The residue was partitioned between water and dichloromethane. The organic phase was then washed with water followed by saturated aqueous sodium chloride and was then dried over sodium sulfate. The remaining organics were concentrated under reduced pressure to give 0.36 gm (26.0%) of the title compound as a brown oil.

1. temperatureThe reaction mixture was then cooled to ambient and
2. concentrationthen concentrated under reduced pressure
3. customThe residue was partitioned between water and dichloromethane
4. washThe organic phase was then washed with water
5. dry with materialwas then dried over sodium sulfate
6. concentrationThe remaining organics were concentrated under reduced pressure

ORD record

ord-4f45a6c5ba124c3aad8f668c45afea2f

Source dataset

uspto-grants-2000_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06046215