ChemicalBook CAS DataBase List BENZO[B]THIOPHENE-2-CARBOXALDEHYDE

BENZO[B]THIOPHENE-2-CARBOXALDEHYDE synthesis

6synthesis methods

Product Name:BENZO[B]THIOPHENE-2-CARBOXALDEHYDE
CAS Number:3541-37-5
Molecular formula:C9H6OS
Molecular Weight:162.21

1195-14-8 Synthesis

1195-14-8
103 suppliers
$16.00/100mg

3541-37-5
183 suppliers
$14.00/1g

Yield:3541-37-5 92%

Reaction Conditions:

with n-butyllithium in tetrahydrofuran;hexane at -78 - 20; for 2.5 h;Inert atmosphere;

Steps:

General procedure: To a stirred solution of 9he, 9hh or 9hi (200 mmol) in dried THF (200 mL) held at -78 °C in N2atmosphere was added dropwise 1.6 M n-BuLi in n-hexane (125 mL, 200 mmol) via syringe, and theresulting solution was stirred at -78 °C for 1 h ( for 9he and 9hh) or returned to room temperaturefor 5 h (for 9hi) before dropwise addition of dried DMF (21.93 g, 300 mmol) via syringe. Thereafterthe reaction mixture was stirred at -78 °C for 0.5 h and at room temperature for another 1 h. Thereaction mixture was poured into ice-water (600 mL) while stirring and the resulting mixture wasextracted with CH2Cl2 (300 mL × 3). The combined extracts were washed with 5% brine (500 mL),dried (Na2SO4) and evaporated on a rotary evaporator to give a residue, which was purified bycolumn chromatography to afford the pure product 10he, 10hh or 10hi.

References:

Cai, Wenqing;Wu, Jingwei;Liu, Wei;Xie, Yafei;Liu, Yuqiang;Zhang, Shuo;Xu, Weiren;Tang, Lida;Wang, Jianwu;Zhao, Guilong [Molecules,2018,vol. 23,# 2,art. no. 252]

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17890-56-1 Synthesis