ChemicalBook CAS DataBase List Methyl (4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbaMate

Methyl (4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbaMate synthesis

3synthesis methods

Product Name:Methyl (4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbaMate
CAS Number:844500-75-0
Molecular formula:C14H20BNO4
Molecular Weight:277.12

79-22-1
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214360-73-3
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Methyl (4-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbaMate

844500-75-0
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Yield:844500-75-0 100%

Reaction Conditions:

with pyridine in 1,2-dichloro-ethane at 0 - 60;

Steps:

93.1

Step 1: Preparation of methyl[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]carbamate A mixture of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline (150 mg, 0.685 mmol) and pyridine (0.277 mL, 3.43 mmol) in 1,2-dichloroethane (3.5 mL) was added methyl chloroformate (0.058 mL, 0.754 mmol) at 0° C. and stirred at 60° C. for 6 hours. The mixture was diluted with AcOEt, washed with 1N HCl, brine, dried over Na₂SO₄, then filtrated through Celite pad. The filtrate was concentrated to afford the desired product (198 mg, quant) as a pale yellow oil. ¹HNMR (CDCl₃) 400 MHz δ: 7.75 (d, J=8.6 Hz, 2H), 7.39 (d, J=8.6 Hz, 2H), 6.64 (br s, 1H), 3.78 (s, 3H), 1.34 (s, 12H).

References:

US2012/108574,2012,A1 Location in patent:Page/Page column 135-136

25203-36-5
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73183-34-3
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844500-75-0
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References

2603-10-3
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73183-34-3
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844500-75-0
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Carbamic acid, N-[2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-, methyl ester

1384313-34-1
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1384313-38-5 Synthesis

Methyl (3-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)phenyl)carbaMate

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References