* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
(S)-3,3'-bis(3,5-diisopropylphenyl)-2,2'-dimethoxy-1,1'-binaphthalene[ No CAS ]
Yield
Reaction Conditions
Operation in experiment
81%
General procedure: To a solution of freshly activated magnesium turnings (4.00 eq, 40.0 mmol) in dry ether (50 mL) at room temperature under N2 atmosphere was added catalytic amount of 1,2-dibromoethane fallowed by (S)-BINOL-Br (1.00 eq, 10.0 mmol) in dry ether (20 mL) over a period of 45 min. The Grignard reagent mixture was heated up to 35C, refluxed for 2 h and then cooled down to room temperature. In the next step a suspension of an aromatic bromide (2.00 eq, 20 mmol) and Ni(PPh3)2Cl2 (0.4 eq, 4 mmol) in diethyl ether (25 mL) was stirred at room temperature under N2 atmosphere.Then, the freshly prepared Grignard reagent was slowly added to the reaction mixture at room temperature over a period of 15 min. The mixture was refluxed for 10-16h as indicated by TLC then cooled down to 0-5C and quenched slowly by addition of a solution of 1 N HCl (50 mL). The organic layer was separated and aqueous layer extracted with MTBE (2×100 mL). The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure to afford the corresponding products 4a-4j.
Chemistry
Pharmaceutical Intermediates
Inhibitors/Agonists
Material Science
For Research Only
120K+ Compounds
Competitive Price
1-2 Day Shipping
