反应详情

温度

80 °C

Dissolve 8-methyl-1,4-dioxa-spiro[4.5]decane-8-carboxylic acid (Chem. Pharm. Bull., 1984, 32(6), 2267-2278) (10.9 g, 54.4 mmol) in benzene (500 mL). Add triethylamine (6.61 g, 65.32 mmol), diphenylphosphoryl azide (16.48 g, 59.88 mmol), and benzyl alcohol (8.83 g, 81.66 mmol) under nitrogen. Stir and heat the reaction mixture to 80° C. Continue to heat the reaction at 80° C. for 8 hours, then cool to room temperature. Add water (500 mL), and extract the aqueous layer with ethyl acetate (3×500 mL). Combine the organic layers and dry with Na2SO4, filter, concentrate and purify by flash column chromatography (silica gel, 5-25% of EtOAc/Hexane) to give 13.45 g (81%) of (8-Methyl-1,4-dioxa-spiro[4.5]dec-8-yl)-carbamic acid benzyl ester as a colorless oil.

1. temperatureto heat
2. customthe reaction at 80° C. for 8 hours
3. temperaturecool to room temperature
4. extractionAdd water (500 mL), and extract the aqueous layer with ethyl acetate (3×500 mL)
5. dry with materialCombine the organic layers and dry with Na2SO4
6. filtrationfilter
7. concentrationconcentrate
8. custompurify by flash column chromatography (silica gel, 5-25% of EtOAc/Hexane)