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CAS No.: | 62932-94-9 |
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Name: | 2-BROMO-1-[4-HYDROXY-3-(HYDROXYMETHYL)PHENYL]ETHAN-1-ONE |
Article Data: | 8 |
Cas Database | |
Molecular Structure: | |
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Formula: | C9H9BrO3 |
Molecular Weight: | 245.073 |
Synonyms: | 2-bromo-1-[4-hydroxy-3-(hydroxymethyl) phenyl]ethanone;Ethanone,2-bromo-1-[4-hydroxy-3-(hydroxymethyl)phenyl];2-bromo-4'-hydroxy-3'-hydroxymethylacetophenone;2-BROMO-1-[4-HYDROXY-3-(HYDROXYMETHYL)PHENYL]ETHAN-1-ONE; |
Density: | 1.674±0.06 g/cm3(Predicted) |
Melting Point: | 128-131°C |
Boiling Point: | 349.4±11.0 °C(Predicted) |
PSA: | 57.53000 |
LogP: | 1.46210 |
5-(2-bromoacetyl)-2-hydroxybenzaldehyde
2-bromo-1-[4-hydroxy-3-(hydroxymethyl)-phenyl]ethanone
Conditions | Yield |
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Stage #1: 5-(2-bromoacetyl)-2-hydroxybenzaldehyde With propionic acid In tetrahydrofuran at 5 - 10℃; for 0.5h; Stage #2: With sodium tetrahydroborate In tetrahydrofuran at 0 - 5℃; for 1h; Solvent; Reagent/catalyst; | 94% |
With sodium tetrahydroborate; acetic acid at 0 - 20℃; Inert atmosphere; | 88% |
With sodium tetrahydroborate; acetic acid at 8 - 20℃; | 85% |
With sodium tetrahydroborate; acetic acid at 10℃; for 1h; | 85% |
With sodium tetrahydroborate; acetic acid at 25℃; for 1h; | 80% |
3'-acetoxymethyl-4'-acetoxy-2-bromoacetophenone
2-bromo-1-[4-hydroxy-3-(hydroxymethyl)-phenyl]ethanone
Conditions | Yield |
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With hydrogen bromide In tetrahydrofuran at 75℃; | |
With hydrogen bromide In methanol; water | |
With hydrogen bromide In methanol; water |
4'-acetoxy-3'-(acetoxymethyl)acetophenone
2-bromo-1-[4-hydroxy-3-(hydroxymethyl)-phenyl]ethanone
Conditions | Yield |
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Multi-step reaction with 2 steps 1: polyvinylpyridinium bromide perbromide resin / CH2Cl2 2: 1N HBr / tetrahydrofuran / 75 °C View Scheme |
4-Hydroxyacetophenone
2-bromo-1-[4-hydroxy-3-(hydroxymethyl)-phenyl]ethanone
Conditions | Yield |
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Multi-step reaction with 3 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 View Scheme |
salicylaldehyde
2-bromo-1-[4-hydroxy-3-(hydroxymethyl)-phenyl]ethanone
Conditions | Yield |
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Multi-step reaction with 2 steps 1: aluminum (III) chloride / dichloromethane / 15 h / Reflux 2: sodium tetrahydroborate; acetic acid / 1 h / 10 °C View Scheme | |
Multi-step reaction with 2 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 View Scheme | |
Multi-step reaction with 2 steps 1.1: aluminum (III) chloride / dichloromethane / 0.5 h / 10 - 30 °C 1.2: 24 h / 35 °C 2.1: acetic acid; sodium tetrahydroborate / 1 h / 25 °C View Scheme |
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% |
2-Methoxypropene
N-tert-butylbenzylamine
2-bromo-1-[4-hydroxy-3-(hydroxymethyl)-phenyl]ethanone
Conditions | Yield |
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Stage #1: 2-Methoxypropene; 2-bromo-1-[4-hydroxy-3-(hydroxymethyl)-phenyl]ethanone With toluene-4-sulfonic acid In acetone at 0 - 5℃; for 1h; Stage #2: N-tert-butylbenzylamine In acetone at 55℃; for 22h; | 80% |
2-bromo-1-[4-hydroxy-3-(hydroxymethyl)-phenyl]ethanone
Conditions | Yield |
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Multi-step reaction with 5 steps 1.1: resin-SO3H / CH2Cl2 2.1: resin-N(iPr)2 / tetrahydrofuran 3.1: CaCl2 / methanol / 0.17 h / 0 °C 3.2: 76 percent / resin-NMe3(1+)*BH4(1-) / methanol / 2 h / 0 - 20 °C 4.1: (polystyrylmethyl)trimethylammonium cyanoborohydride; AcOH / CH2Cl2 4.2: 98 percent / resin-NMe3(1+)*NaCO3(1-) / CH2Cl2 5.1: H2 / Pd(OH)2/C / ethyl acetate / 2 h 5.2: 87 percent / SCX-2 View Scheme |
2-bromo-1-[4-hydroxy-3-(hydroxymethyl)-phenyl]ethanone
(1'S)-1-(2,2-dimethyl-4H-benzo[1,3]dioxin-6-yl)-2-(2-hydroxy-1-phenyl-ethylamino)-ethanone
Conditions | Yield |
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Multi-step reaction with 2 steps 1: resin-SO3H / CH2Cl2 2: resin-N(iPr)2 / tetrahydrofuran View Scheme |