反应详情

5-(3-Iodopropyl)-3-iodo-5H-dibenzo[a,d]cycloheptene (2.1 g., 0.0043 mole) is dissolved in 1.82 g. (0.025 mole) of t-butylamine and the solution stirred 18 hours at room temperature. The suspension is evaporated in vacuo, treated with 0.5 N NaOH, and extracted three times with methylene chloride. The methylene chloride fractions are combined, washed three times with water, dried over sodium sulfate, and evaporated in vacuo. The residue is chromatographed on 45 g. of silica gel GF (eluted with chloroform and 2%, 5%, and 8% methanol in chloroform). The product fraction is evaporated in vacuo. The resulting oil is dissolved in methanol, treated with one equivalent (one half mole) of oxalic acid in methanol, and evaporated in vacuo. The residue, triturated with ether, provides 1.25 g. of pale yellow powder. This solid, recrystallized from methanol/acetonitrile, melts at 217.5°-218.5°.

1. customThe suspension is evaporated in vacuo
2. additiontreated with 0.5 N NaOH
3. extractionextracted three times with methylene chloride
4. washwashed three times with water
5. dry with materialdried over sodium sulfate
6. customevaporated in vacuo
7. customThe residue is chromatographed on 45 g
8. washof silica gel GF (eluted with chloroform and 2%, 5%, and 8% methanol in chloroform)
9. customThe product fraction is evaporated in vacuo
10. dissolutionThe resulting oil is dissolved in methanol
11. customevaporated in vacuo
12. customThe residue, triturated with ether
13. customprovides 1.25 g
14. customThis solid, recrystallized from methanol/acetonitrile, melts at 217.5°-218.5°