反应 #1244255

ord-6028f004c59943799b60276bf6de790f

反应方程式

O=C(O)C(F)(F)F
Trifluoroacetic acid
CN(C(=O)OC(C)(C)C)c1ccc(C=Cc2ccc(OCCOCCF)cc2)cc1
compound 11a
CN(C(=O)OC(C)(C)C)c1ccc(C=Cc2ccc(OCCOCCF)cc2)cc1
[4-(2-{4-[2-(2-Fluoro-ethoxy)-ethoxy]-phenyl}-vinyl)-phenyl]-methyl-carbamic acid tert-butyl ester
CNc1ccc(C=Cc2ccc(OCCOCCF)cc2)cc1
12a
收率 56.0%
CNc1ccc(C=Cc2ccc(OCCOCCF)cc2)cc1
[4-(2-{4-[2-(2-Fluoro-ethoxy)-ethoxy]-phenyl}-vinyl)-phenyl]-methyl-amine
收率 56.0%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    其他After standard workup with dichloromethane, the residue was purified by silica gel preparative TLC (1.0% methanol in dichloromethane)

实验过程

Trifluoroacetic acid (0.5 ml) was added slowly to a solution of compound 11a (7.0 mg, 0.017 mmol) in dichloromethane (1 ml). The mixture was then stirred at room temperature for 1 hour. After standard workup with dichloromethane, the residue was purified by silica gel preparative TLC (1.0% methanol in dichloromethane) to afford 12a (3 mg, 56%): 1H NMR δ 7.37 (m, 4H), 6.90 (m, 4H), 6.65 (d, 2H, J=8.4 Hz), 4.60 (d, t, 2H, J1=46 Hz, J2=4.0 Hz), 4.17 (t, 2H), 3.90 (t, 3H), 3.76 (t, 1H), 2.88 (s, 3H). Anal. (C19H22FNO2)C. H. N.

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US07807135B2uspto-grants-2010_10