反応 #90554

反応方程式

compound 171

(E)-5-chloro-6-methoxy-2-(4-((trifluoromethyl)thio)benzylidene)-2,3-dihydro-1H-inden-1-one

→

5-chloro-6-methoxy-2-(4-((trifluoromethyl)thio)benzyl)-2,3-dihydro-1H-inden-1-one

溶媒

methanol

反応条件

後処理

1. 1
   ろ過The reaction was filtered through celite bed
2. 2
   洗浄washed with excess methanol
3. 3
   濃縮The organic layer was concentrated
4. 4
   その他to get the crude
5. 5
   その他The crude was purified by flash chromatography
6. 6
   洗浄The compound was eluted at 25% ethylacetate in hexane as half white coloured solid 172

実験手順

The compound 171 (85 mg, 0.195 mmol) was dissolved in methanol 25 mL and Pt/C (40 mg) and the reaction stirred under H2 balloon for 6 h. The reaction was filtered through celite bed and washed with excess methanol. The organic layer was concentrated to get the crude. The crude was purified by flash chromatography using 100-200 mesh silica gel. The compound was eluted at 25% ethylacetate in hexane as half white coloured solid 172. 1H NMR (400 MHz, CDCl3) δ ppm 7.57 (d, 2H), 7.43 (s, 1H), 7.27 (d, 2H), 7.25 (s, 1H), 3.94 (s, 3H), 3.37 (dd, 1H), 3.11 (m, 1H), 2.99 (m, 1H), 2.72 (m, 2H); MS-ES+386.8.

出典