반응 #52575

반응 방정식

dithiophenyl acetic acid

2-vinylpyridine

toluene sulfonic acid

→

Dithiophenylacetic Acid, 2-(2-pyridinyl)ethyl Ester

용매

benzene

반응 조건

후처리

1. 1
   기타placed in a round bottom flask
2. 2
   기타equipped with a vigreaux column and magnetic stirbar
3. 3
   온도The reaction was then heated
4. 4
   온도to reflux
5. 5
   기타to react for 16 hours
6. 6
   기타was removed
7. 7
   기타was then purified by column chromatography (silica 2/1 v/v hexane/ethyl acetate)

실험 절차

The crude product of newly synthesized dithiophenyl acetic acid (10 g, 59 mmol theoretically), freshly distilled 2-vinylpyridine (6.25 g, 59 mmol), and 1 mol % toluene sulfonic acid were dissolved in benzene and placed in a round bottom flask equipped with a vigreaux column and magnetic stirbar. The reaction was then heated to reflux and allowed to react for 16 hours. The viscous liquid that remained after the solvent was removed was then purified by column chromatography (silica 2/1 v/v hexane/ethyl acetate). Yield=3.9 g. 1H NMR (CDCl3) δ=3.042 (t, 2 H), δ=3.573 (t, 2 H), δ=4.233 (s, 2H ) δ=6.968-7.476 (m, 8H), δ=8.467, (d, 1H). 13C NMR (CDCl3) δ=35.627 (CH2), δ=36.180 (CH2), δ=58.323 (CH2), δ=121.932 (CH), δ=123.383 (CH2), δ=127.501 (CH), δ=128.818 (CH), δ=129.346 (CH), δ=137.272 (C), δ=149.668 (CH), δ=159.305 (C), δ=235.369 (C═S).

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