Methyl iodide → 2-Methoxymethyl-3-methyl-thiophene

To a solution of 7.3 g (3-methyl-thiophen-2-yl)-methanol in 65 ml tetrahydrofuran was added 2.73 g sodium hydride 55% in oil and the mixture was stirred at room temperature for 1 h. To ethe resulting mixture was added 4.3 ml iodomethane and the mixture was stirred at room temperature for 18 h. The reaction mixture was partitioned between aqueous potassium hydrogensulfate and ethyl acetate. The phases were separated and the organic phase was washed with water and brine dried over magnesium sulfate dehydrate and purified by distillation (13 mBar 160° C.) to yield 6.5 g of the title compound as light brown oil.

1. stirringthe mixture was stirred at room temperature for 18 h
2. customThe reaction mixture was partitioned between aqueous potassium hydrogensulfate and ethyl acetate
3. customThe phases were separated
4. washthe organic phase was washed with water and brine
5. dry with materialdried over magnesium sulfate dehydrate
6. distillationpurified by distillation (13 mBar 160° C.)

ORD record

ord-d4c31dcfcc5441b8aee1a289c83b8be0

Source dataset

uspto-grants-2012_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08163778B2