Method for synthesizing first-generation Grubbs catalyst
A synthesis method and catalyst technology, applied in the field of synthesis of the first generation of Grubbs catalysts, can solve problems such as difficult industrial production, strict operation requirements, difficulty in preparing sulfur ylide and diethyl zinc, and achieve easy control and simple operation process Safe and high total yield
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Embodiment 1
[0030] Step 1 synthetic compound [RuCl 2 (p-cymene)] 2 2
[0031] Add RuCl to the reaction flask3 ·3H 2 O (2.22g, 8.5mmol), EtOH (100mL), 1-methyl-4-isopropyl-1,3-cyclohexadiene (20mL, 127mmol), heated to reflux for 4h, and the reaction solution was cooled to room temperature An orange-yellow solid was precipitated, filtered with a sand core, and the obtained solid was washed three times with 3×10mL methanol successively, and the compound [RuCl 2 (p-cymene)] 2 2. The yield is 89%.
[0032] Step 2 synthesis compound Ru(p-cymene)(COD) 3
[0033] Add compound [RuCl 2 (p-cymene)] 2 2 (1.04g, 1.7mmol) and ethanol (100mL), after dissolving, add Na 2 CO 3 (1.0g, 9.4mmol) and COD (2.0mL, 17mmol), heated to reflux for 3h, removed the solvent under reduced pressure, extracted five times with 5×8mL n-hexane successively, concentrated the extract to 2mL and put it in the refrigerator to freeze, and precipitated dark brown The crystalline solid was filtered with a sand core, an...
Embodiment 2
[0037] Step 1 synthetic compound [RuCl 2 (p-cymene)] 2 2
[0038] Compound [RuCl 2 (p-cymene)] 2 The operation procedure of 2 is the same as that of Example 1, the reaction solvent is changed to isopropanol, and the reaction is refluxed for 3 hours, and the yield is 84%.
[0039] Step 2 synthesis compound Ru(p-cymene)(COD) 3
[0040] The operation procedure of the compound Ru(p-cymene)(COD)3 is the same as that of Example 1, the reaction solvent is changed to isopropanol, and the reaction is refluxed for 2 hours, and the yield is 73%.
[0041] Step 3 Synthesis of first generation Grubbs catalyst RuCl 2 (=CHPh)(PCy 3 ) 2 4
[0042] Compound RuCl 2 (=CHPh)(PCy 3 ) 2 The operation procedure of 4 was the same as that of Example 1, and the reaction was stirred at 50° C. for 18 hours, and the yield was 75%.
Embodiment 3
[0044] Step 1 synthetic compound [RuCl 2 (p-cymene)] 2 2
[0045] Compound [RuCl 2 (p-cymene)] 2 The operation procedure of 2 is the same as that of Example 1, and the raw material is changed to 1-methyl-4-isopropyl-1,5-cyclohexadiene, and refluxed for 2 hours, the yield is 86%.
[0046] Step 2 synthesis compound Ru(p-cymene)(COD) 3
[0047] The operation steps of the compound Ru(p-cymene)(COD)3 were the same as that of Example 1, the base used was changed to potassium carbonate (1.1 g, 8.00 mmol), and refluxed for 6 h, the yield was 76%.
[0048] Step 3 Synthesis of first generation Grubbs catalyst RuCl 2 (=CHPh)(PCy 3 ) 2 4
[0049] Compound RuCl 2 (=CHPh)(PCy 3 ) 2 The operation steps of 4 were the same as in Example 1, the solvent was changed to hexane, and the reaction was carried out at room temperature for 60 h, and the yield was 69%.
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