ChemicalBook CAS DataBase List 4-Bromo diphenylacetylene

4-Bromo diphenylacetylene synthesis

13synthesis methods

Product Name:4-Bromo diphenylacetylene
CAS Number:13667-12-4
Molecular formula:C14H9Br
Molecular Weight:257.13

5467-74-3
456 suppliers
$8.00/1g

536-74-3 Synthesis

536-74-3
304 suppliers
$10.00/1g

13667-12-4
64 suppliers
$32.00/250mg

Yield: 96%

Reaction Conditions:

with C₂₆H₂₂N₃OPPdS;potassium acetate;silver(l) oxide in dichloromethane at 35; for 24 h;Schlenk technique;Inert atmosphere;

Steps:

4.2.8. 1-Bromo-4-(phenylethynyl)benzen
A mixture of arylboronic acid (0.5 mmol), terminal alkyne oralkynyl carboxylic acid (0.6 mmol), DCM (2 mL), catalyst 3 (2 mol %),Ag2O (1.0 mmol) and KOAc (1.0 mmol) in a Schlenk tube was stirredunder an argon atmosphere at 35 Cfor24h.TheexcessDCMwasthen removed by rotary evaporation and the residue was directlypuried by ash column chromatography (petroleum ether or pe-troleum ether/ethyl acetate) to afford the corresponding couplingproducts. 4.2.8. 1-Bromo-4-(phenylethynyl)benzen 32b(Table 1, entry 8)(123 mg, 96% yield). White solid, mp: 82e83C;1HNMR (400 MHz,CDCl3) d 7.56e7.50 (m, 2H), 7.48 (d, J8.1 Hz, 2H), 7.42e7.31 (m,5H).13C NMR (100 MHz, CDCl3)d133.1, 131.6, 131.6, 128.5, 128.4,122.9, 122.5, 122.3, 90.5, 88.3.

References:

Lu, Linhua;Chellan, Prinessa;Smith, Gregory S.;Zhang, Xiang;Yan, Hong;Mao, Jincheng [Tetrahedron,2014,vol. 70,# 35,p. 5980 - 5985]

589-87-7 Synthesis