Methyl iodide → 4-(1-Methoxyethyl)pyridine

A solution of 8.4 g (0.068 mol) of 4-(1-hydroxyethyl)pyridine in 20 ml of absolute tetrahydrofuran is added dropwise to a suspension of 2 g (0.083 mol) of sodium hydride (3.3 g of 60% oil dispersion; washed in toluene) in 80 ml of absolute tetrahydrofuran. After the development of hydrogen has ceased, 23 g (0.16 mol) of methyliodide are added at 18°-20° C. and the mixture is left to react for 2 hours. The reaction mixture is concentrated by evaporation, the residue is combined with 40% aqueous potassium carbonate solution and extracted with ether. The organic phase is separated, dried over sodium sulphate and concentrated by evaporation. After distillation of the crude product at 82°-85° C./20 mbar, 5.2 g (55.6% of theory) of the title compound are obtained.

1. waitthe mixture is left
2. customto react for 2 hours
3. concentrationThe reaction mixture is concentrated by evaporation
4. extractionextracted with ether
5. customThe organic phase is separated
6. dry with materialdried over sodium sulphate
7. concentrationconcentrated by evaporation
8. distillationAfter distillation of the crude product at 82°-85° C./20 mbar, 5.2 g (55.6% of theory) of the title compound
9. customare obtained

ORDレコード

ord-9d0dbd675f6c4d5c966cbe879b8d52b4

出典データセット

uspto-grants-1995_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05422353