Methyl iodide → 2-Hydroxymethyl-8-methoxy-1,4-benzodioxan

Temperature

0 °C

A mixture of 8-hydroxy-1,4-benzodioxan-2-ylmethanol (10 g--prepared in a similar manner to that described in U.S. Pat. No. 3,101,354), sodium hydroxide (2.2 g) and water (150 ml) was stirred for 30 minutes, then cooled to 0° C. Methyl iodide (3.42 ml) was added dropwise, then the mixture was heated to 80° C. and stirred for 4 hours. The mixture was cooled to ambient temperature and stirred for 16 hours. The product was extracted into ethyl acetate (2×200 ml), and the combined extracts were washed with saturated sodium thiosulphate solution (2×200 ml), dried over magnesium sulphate, and the solvent removed in vacuo to yield 1-(8-methoxy-1,4-benzodioxan-2-yl)methanol as a solid (6.89 g)

1. customprepared in a similar manner to that
2. temperaturethe mixture was heated to 80° C.
3. temperatureThe mixture was cooled to ambient temperature
4. stirringstirred for 16 hours
5. extractionThe product was extracted into ethyl acetate (2×200 ml)
6. washthe combined extracts were washed with saturated sodium thiosulphate solution (2×200 ml)
7. dry with materialdried over magnesium sulphate
8. customthe solvent removed in vacuo

ORD record

ord-c4a4e272c6e54ffd87ccae6dd4fcdbf4

Source dataset

uspto-grants-1998_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05767116