ChemicalBook CAS DataBase List (5-chloro-1H-pyrrol-2-yl)-phenylmethanone

(5-chloro-1H-pyrrol-2-yl)-phenylmethanone synthesis

6synthesis methods

Product Name:(5-chloro-1H-pyrrol-2-yl)-phenylmethanone
CAS Number:142231-06-9
Molecular formula:C11H8ClNO
Molecular Weight:205.64

7697-46-3 Synthesis

7697-46-3
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(5-chloro-1H-pyrrol-2-yl)-phenylmethanone

142231-06-9
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Yield:142231-06-9 50.6%

Reaction Conditions:

with copper dichloride in acetonitrile; for 48 h;Reflux;

Steps:

2.10 Compound 8

To 200 mL of acetonitrile was added compound 7 (17 g, 0.083 mol) and 25 g of CuCl₂, then the reaction mixture was heated to reflux with stirring for 48 h. After the reaction was cooled to room temperature, H₂SO₄ (10%, 101 mL) was added into reaction mixture, and the reaction keep stirring for 70 min. The resulting mixture was extracted by ethyl acetate (30 mL×3). The organic phase was washed by water (30 mL×3), then dried over Na₂SO₄ and evaporated in vacuum. The residue was purified by silica gel column (hexane:ethyl actate:DCM = 200: 1: 20) to afford 8 (8.6 g, 50.6%). ¹H NMR (400MHz, CDCl₃), δ 10.95 (s, 1H), 7.95 (d, 2H), 7.66 (t, 1H), 7.55 (t, 2H), 7.29 (s, 1H), 6.38 (s, 1H).

References:

Chen, Ji-An;Zhang, Zhen-Yu;Gao, Jie;Tan, Jia-Hui;Gu, Xian-Feng [Tetrahedron Letters,2019,vol. 60,# 18,p. 1226 - 1230] Location in patent:supporting information

109-97-7 Synthesis