反应 #53926

ord-5d0e1402790d4588a1e47b2ed450d3e3

反应方程式

CN([C@H]1CC[C@H](C#CCCCCl)CC1)S(=O)(=O)c1ccc(C(F)(F)F)cc1
trans-N-[4-(5-Chloro-pent-1-ynyl)-cyclohexyl]-N-methyl-4-trifluoromethyl-benzenesulfonamide
[I-].[Na+]
NaI
→
CN([C@H]1CC[C@H](C#CCCCI)CC1)S(=O)(=O)c1ccc(C(F)(F)F)cc1
trans-N-[4-(5-Iodo-pent-1-ynyl)-cyclohexyl]-N-methyl-4-trifluoromethyl-benzenesulfonamide
收率 109.0%

反应物

CN([C@H]1CC[C@H](C#CCCCCl)CC1)S(=O)(=O)c1ccc(C(F)(F)F)cc1
trans-N-[4-(5-Chloro-pent-1-ynyl)-cyclohexyl]-N-methyl-4-trifluoromethyl-benzenesulfonamide
[I-].[Na+]
NaI

试剂

无

溶剂

CCC(C)=O
butan-2-one

反应条件

温度
80°CELSIUS
详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他Evaporation

实验过程

A solution of 250 mg (0.59 mmol) of trans-N-[4-(5-Chloro-pent-1-ynyl)-cyclohexyl]-N-methyl-4-trifluoromethyl-benzenesulfonamide in 10 ml butan-2-one was treated with 136 mg of NaI (0.91 mmol) and heated at 80° C. for 48 h. Evaporation gave 330 mg of crude trans-N-[4-(5-Iodo-pent-1-ynyl)-cyclohexyl]-N-methyl-4-trifluoromethyl-benzenesulfonamide which was used directly for the next step, MS: 514 (MH+).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US06858651B2uspto-grants-2005_02