2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL synthesis
- Product Name:2-DI-TERT-BUTYLPHOSPHINO-2',4',6'-TRIISOPROPYLBIPHENYL
- CAS Number:564483-19-8
- Molecular formula:C29H45P
- Molecular Weight:424.64
13716-10-4
694-80-4
21524-34-5
564483-19-8
1. In a 1L three-necked flask, 32.5 g of 2-bromo-1,3,5-triisopropylbenzene, 5.6 g of magnesium shavings, and 300 mL of anhydrous tetrahydrofuran (THF) were added to prepare a Grignard reagent. 2. Under stirring, 20 g of 2-bromochlorobenzene was slowly added dropwise to the above solution to form 2,4,6-triisopropyl-2'-bromodiphenyl Grignard reagent, and the reaction was refluxed for 2 hours. 3. After completion of the reaction, cooled to room temperature, 2.4 g of tetrakis(triphenylphosphine)palladium was added as a catalyst and stirred for 30 minutes. 4. At room temperature, 18.8 g of di-tert-butylphosphonium chloride was slowly added dropwise to the reaction mixture and the reaction was continued at reflux for 5 hours. 5. The reaction mixture was cooled in an ice water bath and 200 mL of saturated aqueous ammonium chloride solution was slowly added dropwise to quench the reaction. 6. The organic phase was separated and crystallized by addition of methanol and filtered to afford 41.7 g of the white solid product 2-di-tert-butylphosphino-2',4',6'-triisopropylbiphenyl in 94% yield.
13716-10-4
276 suppliers
$22.00/1g
694-80-4
396 suppliers
$5.00/10g
21524-34-5
279 suppliers
$6.00/5g
564483-19-8
255 suppliers
$17.46/1G
Yield:564483-19-8 94%
Reaction Conditions:
Stage #1: 2-bromo-1-chlorobenzene;2,4,6-triisopropyl-1-bromobenzenewith magnesium in tetrahydrofuran; for 2 h;Inert atmosphere;Reflux;
Stage #2: di(tert-butyl)chlorophosphinewith tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran at 20; for 5.5 h;Reflux;Inert atmosphere;Reagent/catalyst;
Steps:
5 Example 5 Preparation of 2'-di -tert-butylphosphino-2,4,6-triisopropylbiphenyl
1L three bottles,To a solution of 32.5 g of 2,4,6-triisopropylbromobenzene,5.6 g of magnesium turnings and 300 mL of anhydrous THF,20 g of o-chlorobromobenzene was dropwise added,2,4,6-triisopropyl-2-bromobiphenyl Grignard reagent,Refluxed for 2 hours,Down to room temperature,2.4 g of tetrakis (triphenylphosphine) palladium was added,Stirred for 30 minutes,18.8 g of di-tert-butylphosphonium chloride was added dropwise at room temperature,The reaction was refluxed for 5 hours.And the mixture was added dropwise to the reaction solution under ice-water bath200 mL of saturated aqueous ammonium chloride was quenched,Liquid separation,The organic phase is dissolved,Add methanol crystallization,And filtered to obtain 41.7 g of white 2-di-tert-butylphosphine-2,4,6-triisopropylbiphenyl,Yield 94%.
References:
CN105859774,2016,A Location in patent:Paragraph 0078; 0079; 0080; 0081
819-19-2
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$74.00/1g
154549-38-9
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$9.00/250mg
583-53-9
320 suppliers
$10.00/5g
564483-19-8
255 suppliers
$17.46/1G