反応 #58529

反応方程式

product

2-Benzyl-5,6-dibromo-1,2,3,3a,7,7a-hexahydro-4-thia-2-aza-cyclopenta[α]pentalene

K2CO3

1-chloroethyl chloroformate

→

title compound

5,6-Dibromo-1,2,3,3a,7,7a-hexahydro-4-thia-2-aza-cyclopenta[α]pentalene

溶媒

dichloroethane

MeOH

反応条件

後処理

1. 1
   温度Next, the reaction was cooled
2. 2
   ろ過filtered
3. 3
   濃縮concentrated
4. 4
   その他providing an oily residue
5. 5
   濃縮The solvent was concentrated
6. 6
   その他the crude residue was purified by preparative LC/MS

実験手順

The product from step g) (605 mg, 1.46 mmol) in dichloroethane (7 ml) was treated with powdered K2CO3 (806 mg, 5.84 mmol) and 1-chloroethyl chloroformate (Ace-Cl) (632 μl, 5.84 mmol) at 80° C. for 16 hours. Next, the reaction was cooled, filtered and concentrated providing an oily residue. This oily residue was diluted with anhydrous MeOH (15 ml) and stirred for 1 hour at 22° C. The solvent was concentrated and the crude residue was purified by preparative LC/MS providing title compound. 1H NMR (300 MHz, CD3OD, ppm) 2.65-2.75 (m, 1H); 3.05-3.30 (m, 2H); 3.32-3.80 (m, 4H); 4.10-4.28 (br m, 1H); MS calculated for C9H9Br2NS+H 324, observed 322, 324, 326.

出典