ChemicalBook CAS DataBase List 2-Bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone

2-Bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone synthesis

13synthesis methods

Product Name:2-Bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone
CAS Number:102293-80-1
Molecular formula:C12H13BrO3
Molecular Weight:285.13

At about -78° C., sodium bis(trimethylsilyl)amide in tetrahydrofuran (1.0M) (2.9 mL) was added to a solution of 1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone (500 mg; 2.43 mmol; 1.00 equiv) in tetrahydrofuran (20 mL). The solution was stirred at about -78° C. for about 1 hour, and chlorotrimethylsilane (290 mg, 2.64 mmol, 1.09 equiv, 99%) was added. The solution was stirred at about -78° C. for about 30 min, and then bromine (390 mg; 2.41 mmol; 0.99 equiv) was added. The solution was stirred at about -78° C. for about 1 hour, and then an aqueous solution of 5% sodium sulfite and 5% sodium bicarbonate (50 mL) was added. Following standard extractive workup with ethyl acetate, the crude residue was then purified by silica gel column chromotagraphy with ethyl acetate/petroleum ether (1/12) to give the title product as a pale yellow oil 2-Bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone (400 mg; 57% yield).
Ethanone, 2-bromo-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-

Ethanone, 2-bromo-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)-

77-76-9
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62932-94-9 Synthesis

2-BROMO-1-[4-HYDROXY-3-(HYDROXYMETHYL)PHENYL]ETHAN-1-ONE

62932-94-9
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2-Bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone

102293-80-1
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$265.00/250mg

Yield:102293-80-1 93.7%

Reaction Conditions:

with toluene-4-sulfonic acid in acetone at 30; for 2 h;Temperature;

Steps:

1; 6; 11 Embodiment 11, the preparation of formula VI compoundv

1000.0g of compound VII, 1481.65g of 2,2-dimethoxypropane, 7.75g of p-toluenesulfonic acid, and 5000ml of acetone were successively added to a 20L reactor, reacted at 30°C for 2h, added with 12000ml of water, a solid was precipitated, and the temperature dropped to 0 -5°C, kept stirring for 1 hour, filtered; the filter cake was dried at 60°C for 12 hours to obtain 1090.5 g of compound VI with a yield of 93.7%.

References:

CN113801029,2021,A Location in patent:Paragraph 0021; 0073-0076; 0092-0093; 0103-0104

54030-34-1 Synthesis