反应详情

To a stirred suspension of 3.36 g of sodium hydride (in mineral oil) in 50 ml of dimethylformamide is added dropwise at room temperature a solution of 15 g bis-(p-hydroxyphenyl)-methane in 50 ml dimethylformamide. The resulting solution is stirred at room temperature for one hour. Ten grams of benzyl chloride is added dropwise and the stirring is continued at room temperature overnight. After evaporation of the solvent under reduced pressure, the residue is treated with 100 ml of water and extracted twice with diethyl ether. The combined ether extracts are combined, dried over anhydrous magnesium sulfate, evaporated to dryness, and the resulting oil dissolved in hot ethanol. Bis-p-(benzyloxy)phenyl-methane (m.p. 109.5°-110°C) crystallizes upon cooling and is collected by filtration. The mother liquors are evaporated to dryness and the crystalline mono-addition product is obtained by chromatography on silica gel with chloroform. After separation, the mono-benzyl ether is recrystallized from isopropyl ether, m.p. 95°-96°C.

1. waitthe stirring is continued at room temperature overnight
2. customAfter evaporation of the solvent under reduced pressure
3. additionthe residue is treated with 100 ml of water
4. extractionextracted twice with diethyl ether
5. dry with materialdried over anhydrous magnesium sulfate
6. customevaporated to dryness
7. dissolutionthe resulting oil dissolved in hot ethanol
8. customBis-p-(benzyloxy)phenyl-methane (m.p. 109.5°-110°C) crystallizes
9. temperatureupon cooling
10. filtrationis collected by filtration
11. customThe mother liquors are evaporated to dryness
12. customthe crystalline mono-addition product is obtained by chromatography on silica gel with chloroform
13. customAfter separation
14. customthe mono-benzyl ether is recrystallized from isopropyl ether, m.p. 95°-96°C.