p-Toluenesulfonic acid monohydrate → 7-(4,4,4-Trifluoro-3-hydroxy-3-hydroxymethyl-1,1-dimethyl-butyl)-2,3-dihydrobenzofuran-5-sulfonic acid dimethylamide

A mixture of 1.18 g (2.61 mmol) of 7-[2-(2,2-dimethyl-4-trifluoromethyl-[1,3]dioxolan-4-yl)-1,1-dimethyl-ethyl]-2,3-dihydrobenzofuran-5-sulfonic acid dimethylamide and 303 mg (1.59 mmol) of p-toluenesulfonic acid monohydrate in 20 mL of methanol was warmed at reflux for 3 days. The mixture was then cooled and diluted with 15 mL of saturated aqueous sodium bicarbonate and extracted with three 15 mL portions of ethyl acetate. The combined organic layers were washed with two 15 mL portions of saturated aqueous sodium bicarbonate, two 15 mL portions of brine, dried over magnesium sulfate, filtered, and concentrated in vacuo. The residue was triturated with ether to afford 845 mg (78% yield) of the title compound as a white solid.

1. temperaturewas warmed
2. temperatureat reflux for 3 days
3. temperatureThe mixture was then cooled
4. extractionextracted with three 15 mL portions of ethyl acetate
5. washThe combined organic layers were washed with two 15 mL portions of saturated aqueous sodium bicarbonate, two 15 mL portions of brine
6. dry with materialdried over magnesium sulfate
7. filtrationfiltered
8. concentrationconcentrated in vacuo
9. customThe residue was triturated with ether

ORDレコード

ord-2bd1334ff7eb4dc0bb1369bd69ceadd7

出典データセット

uspto-grants-2014_06

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08741897B2