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CAS No.: | 102293-80-1 |
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Name: | Ethanone, 2-bromo-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl)- |
Article Data: | 17 |
Molecular Structure: | |
Formula: | C12H13BrO3 |
Molecular Weight: | 285.137 |
Synonyms: | 6-Bromoacetyl-2,2-dimethyl-4H-benzo[1,3]dioxine;Ethanone,2-bromo-1-(2,2-dimethyl-4H-1,3-benzodioxin-6-yl);2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone; |
Density: | 1.415±0.06 g/cm3(Predicted) |
Boiling Point: | 390.4±42.0 °C(Predicted) |
PSA: | 35.53000 |
LogP: | 2.90930 |
2-Methoxypropene
2-bromo-1-[4-hydroxy-3-(hydroxymethyl)-phenyl]ethanone
2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone
Conditions | Yield |
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With toluene-4-sulfonic acid In dichloromethane at 0℃; for 0.666667h; | 100% |
With resin-SO3H In dichloromethane | |
With toluene-4-sulfonic acid In tetrahydrofuran at -10 - 10℃; for 1h; |
2,2-dimethoxy-propane
2-bromo-1-[4-hydroxy-3-(hydroxymethyl)-phenyl]ethanone
2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone
Conditions | Yield |
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With toluene-4-sulfonic acid In dichloromethane | 99% |
With toluene-4-sulfonic acid In dichloromethane at 20℃; | 84% |
In dichloromethane at 20℃; for 10h; | 82% |
1-(2,2-dimethyl-4H-benzo[d][1,3]dioxan-6-yl)ethanone
2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone
Conditions | Yield |
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With bromine In diethyl ether at 10 - 15℃; for 2.33333h; | 81.03% |
Stage #1: 1-(2,2-dimethyl-4H-benzo[d][1,3]dioxan-6-yl)ethanone With sodium hexamethyldisilazane In tetrahydrofuran at -78℃; for 1h; Stage #2: With chloro-trimethyl-silane In tetrahydrofuran at -78℃; for 0.5h; Stage #3: With bromine In tetrahydrofuran at -78℃; for 1h; | 57% |
Stage #1: 1-(2,2-dimethyl-4H-benzo[d][1,3]dioxan-6-yl)ethanone With sodium hexamethyldisilazane In tetrahydrofuran at -75 - -70℃; for 1h; Stage #2: With chloro-trimethyl-silane; bromine In tetrahydrofuran at -75 - -70℃; | 55% |
4'-acetoxy-3'-(acetoxymethyl)acetophenone
2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone
Conditions | Yield |
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Multi-step reaction with 3 steps 1: polyvinylpyridinium bromide perbromide resin / CH2Cl2 2: 1N HBr / tetrahydrofuran / 75 °C 3: resin-SO3H / CH2Cl2 View Scheme |
3'-acetoxymethyl-4'-acetoxy-2-bromoacetophenone
2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 1N HBr / tetrahydrofuran / 75 °C 2: resin-SO3H / CH2Cl2 View Scheme |
4-Hydroxyacetophenone
2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone
Conditions | Yield |
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Multi-step reaction with 4 steps 1.1: resin-bound piperazinomethylpolystyrene / H2O; tetrahydrofuran 1.2: 14 percent / pTSA / toluene / 110 °C 2.1: polyvinylpyridinium bromide perbromide resin / CH2Cl2 3.1: 1N HBr / tetrahydrofuran / 75 °C 4.1: resin-SO3H / CH2Cl2 View Scheme |
salicylaldehyde
2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone
Conditions | Yield |
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Multi-step reaction with 3 steps 1: aluminum (III) chloride / dichloromethane / 15 h / Reflux 2: sodium tetrahydroborate; acetic acid / 1 h / 10 °C 3: dichloromethane / 10 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: aluminum (III) chloride / dichloromethane / 0.5 h / 50 °C 1.2: 12 h / 40 °C 2.1: sodium tetrahydroborate; acetic acid / 0 - 20 °C / Inert atmosphere 3.1: toluene-4-sulfonic acid / dichloromethane / 20 °C View Scheme |
5-(2-bromoacetyl)-2-hydroxybenzaldehyde
2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone
Conditions | Yield |
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Multi-step reaction with 2 steps 1: sodium tetrahydroborate; acetic acid / 1 h / 10 °C 2: dichloromethane / 10 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: sodium tetrahydroborate; acetic acid / 0 - 20 °C / Inert atmosphere 2: toluene-4-sulfonic acid / dichloromethane / 20 °C View Scheme |
5-bromo-2-hydroxybenzyl alcohol
2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone
Conditions | Yield |
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Multi-step reaction with 4 steps 1: acetone 2: n-butyllithium / tetrahydrofuran 3: sodium hexamethyldisilazane / tetrahydrofuran 4: bromine View Scheme | |
Multi-step reaction with 3 steps 1.1: aluminum (III) chloride / tetrahydrofuran / 1 h / 0 - 30 °C / Inert atmosphere 2.1: n-butyllithium / tetrahydrofuran / 1 h / -75 - -70 °C 2.2: -75 - -70 °C 3.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -75 - -70 °C 3.2: -75 - -70 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: toluene-4-sulfonic acid / N,N-dimethyl-formamide / 20 °C 2.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 2.2: 4 h / -78 °C / Inert atmosphere 3.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C 3.2: 1 h / -78 °C 3.3: 1 h / -78 °C View Scheme |
6-bromo-2,2-dimethyl-4H-benzo[1,3]dioxine
2-bromo-1-(2,2-dimethyl-4H-benzo[d][1,3]dioxin-6-yl)ethanone
Conditions | Yield |
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Multi-step reaction with 3 steps 1: n-butyllithium / tetrahydrofuran 2: sodium hexamethyldisilazane / tetrahydrofuran 3: bromine View Scheme | |
Multi-step reaction with 2 steps 1.1: n-butyllithium / tetrahydrofuran / 1 h / -75 - -70 °C 1.2: -75 - -70 °C 2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -75 - -70 °C 2.2: -75 - -70 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / -78 °C / Inert atmosphere 1.2: 4 h / -78 °C / Inert atmosphere 2.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 °C 2.2: 1 h / -78 °C 2.3: 1 h / -78 °C View Scheme |