Water → HO(CH2)4OCH(CH3)CH2OCH2Ph

Temperature

102 °C

HO(CH2)4OH (37 g), potassium hydroxide (23 g) and dioxane (200 ml) were charged into a four necked flask and heated to an internal temperature of 102° C. to dissolve potassium hydroxide. A solution of TsOCH(CH3)CH2OCH2Ph (63.7 g) obtained in Example 2-1 in dioxane (65 ml), was dropwise added over a period of 1 hour and stirred for 4 hours. The mixture was left to cool, then added to water (350 ml) and extracted three times with dichloromethane (100 ml). The organic layer was washed with water (20 ml). It was dried over magnesium sulfate, filtered and then concentrated by an evaporator to obtain a crude product (52 g). It was purified by silica gel column chromatography to obtain the above-identified compound (27.6 g).

1. waitThe mixture was left
2. temperatureto cool
3. extractionextracted three times with dichloromethane (100 ml)
4. washThe organic layer was washed with water (20 ml)
5. dry with materialIt was dried over magnesium sulfate
6. filtrationfiltered
7. concentrationconcentrated by an evaporator
8. customto obtain a crude product (52 g)
9. customIt was purified by silica gel column chromatography

ORD record

ord-c9b22c7228584d37a66569033be51af3

Source dataset

uspto-grants-2005_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06956138B2