1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-[2-methyl-5-(1-methylethoxy)-4-nitrophenyl]- synthesis
- Product Name:1,3,2-Dioxaborolane, 4,4,5,5-tetramethyl-2-[2-methyl-5-(1-methylethoxy)-4-nitrophenyl]-
- CAS Number:1032903-51-7
- Molecular formula:C16H24BNO5
- Molecular Weight:321.18
1032903-50-6
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Yield:1032903-51-7 66.1%
Reaction Conditions:
with tris-(dibenzylideneacetone)dipalladium(0);potassium acetate;tricyclohexylphosphine in 1,4-dioxane at 100; for 24.1 h;
Steps:
12 Example 12: Preparation of 2- (5-isopropoxy-2-methyl-4-nitrophenyl) -4,4,5,5-tetramethyl-1,3,2-dioxaborolane
1-Chloro-5-isopropoxy-2-methyl-4-nitrobenzene (4.225 g, 18.397 mmol), pinacol diborane (5.139 g,Pd2 (dba) 3 (1.685 g, 1.840 mmol) and KOAc (2.618 g, 26.675 mmol)In 1,4-dioxane (80 mL) was stirred at room temperature for 0.1 hour and further stirred at 100 DEG C for 24 hoursThe reaction was terminated by lowering the temperature to room temperature. The reaction mixture was filtered through celite to remove the solid from the filtrateAfter removing the solvent under reduced pressure, the concentrate was purified by column chromatography (SiO2, 120 g cartridge; ethyl acetate / hexaneAcid = 5%) and concentrated to give 2- (5-isopropoxy-2-methyl-4-nitrophenyl) -4,4,5,5- tetramethyl-1,3,2-dioxaboroLane (3.904 g, 66.1%) was obtained in the form of a wine-colored liquid.
References:
KR2016/147358,2016,A Location in patent:Paragraph 0270-0272
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