Potassium Iodide → 3-(3-Ethoxy-5-hydroxymethyl-phenoxy)-2,2-dimethyl-propan-1-ol

温度

100 °C

To a solution of 3-ethoxy-5-hydroxymethyl-phenol (0.3 g, 1.78 mmol, 1.0 equiv) in DMF (2 mL) was added cesium carbonate (2.32 g, 7.14 mmol, 4.0 equiv), potassium iodide (0.59 g, 3.57 mmol, 2.0 equiv) and 3-bromo-2,2-dimethyl-propan-1-ol (0.66 mL, 0.89 g, 5.35 mmol, 3.0 equiv) and the reaction mixture stirred under Ar at 100° C. for 24 h. The reaction mixture was filtered, the solid material washed with DMF and the organic filtrate evaporated to dryness under reduced pressure. The crude reaction mixture was suspended in water (20 mL), extracted with dichloromethane (3×50 mL), the combined organic phases washed with a sat. solution of sodium chloride (1×20 ml) and dried over Na2SO4 providing 0.15 g (33%) of the title compound in sufficient purity for the next reaction step. MS (ISP): 255.2 [M+H]+.

1. filtrationThe reaction mixture was filtered
2. washthe solid material washed with DMF
3. customthe organic filtrate evaporated to dryness under reduced pressure
4. customThe crude reaction mixture
5. extractionextracted with dichloromethane (3×50 mL)
6. washthe combined organic phases washed with a sat. solution of sodium chloride (1×20 ml)
7. dry with materialdried over Na2SO4 providing 0.15 g (33%) of the title compound in sufficient purity for the next reaction step

ORDレコード

ord-33767aff2524486f90d9c666cc80d071

出典データセット

uspto-grants-2010_01

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07645753B2