反应详情
EQUATION
反应方程式
REACTANTS
反应物
PRODUCTS
生成物
AUXILIARIES
试剂、催化剂与溶剂
PROCEDURE
实验过程
To KH (35%; 0.43 g; 0.0038 mole) in THF (10 ml) under N2 and cooled in ice is added N-trityl-1-hydroxytricyclo[3.3.1.13,7 ]decan-2-amine (1.3 g; 0.0032 mole) and this mixture is stirred in an ice bath for 5 minutes and then at room temperature for an hour. To this mixture is added 4-(benzoxazol-2-yl)benzyl bromide all at once and an immediate yellow suspension develops. The reaction is stirred at room temperature for 4 hours, filtered and the filtrate stripped to dryness to give a solid residue. The components are separated on HPLC, eluting with 8% ethyl acetate/hexane to obtain N-trityl-1-[4-(benzoxazol-2-yl)benzyloxy]tricyclo[3.3.1.13,7 ]decan-2-amine (m.p. 208°-210° C.) which is used directly in step C.
WORKUP
后处理
- waitat room temperature for an hour
- stirringThe reaction is stirred at room temperature for 4 hours
- filtrationfiltered
- customto give a solid residue
- customThe components are separated on HPLC
- washeluting with 8% ethyl acetate/hexane