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CAS No.: | 41570-61-0 |
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Name: | Tulobuterol |
Article Data: | 11 |
Molecular Structure: | |
Formula: | C12H18ClNO |
Molecular Weight: | 227.734 |
Synonyms: | HN 078;o-Chloro-a-[(tert-butylamino)methyl]benzyl alcohol; |
Density: | 1.098 g/cm3 |
Melting Point: | 89-91 °C |
Boiling Point: | 338.2 °C at 760 mmHg |
Flash Point: | 158.3 °C |
Appearance: | Crystalline Solid |
PSA: | 32.26000 |
LogP: | 3.15240 |
Conditions | Yield |
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With methanol; sodium tetrahydroborate at 15 - 20℃; | 94.1% |
Stage #1: 1-(2-chlorophenyl)-2-hydroxyethanone; tert-butylamine In 1,2-dichloro-ethane at 25℃; for 2h; Stage #2: With sodium tetrahydroborate In 1,2-dichloro-ethane at 0℃; for 2h; | 73% |
Conditions | Yield |
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In methanol at 40 - 50℃; for 9h; Concentration; | 93% |
In water at 20℃; for 48h; | 59% |
In ethanol; toluene at 150℃; under 6000.6 - 6750.68 Torr; for 0.833333h; Flow reactor; regioselective reaction; | 162 mg |
Conditions | Yield |
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In ethanol for 6h; Reflux; Large scale; | 89% |
In ethanol at 20 - 80℃; for 3h; Temperature; | 85% |
for 8h; Reflux; Inert atmosphere; | 68% |
Conditions | Yield |
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Stage #1: 1-(2-chlorophenyl)ethanone With N-Bromosuccinimide; toluene-4-sulfonic acid In dichloromethane for 6h; Reflux; Stage #2: tert-butylamine With magnesium sulfate In methanol at 30℃; for 4h; Inert atmosphere; Stage #3: With potassium borohydride In ethanol at -10 - 10℃; for 6.5h; Solvent; Reagent/catalyst; Temperature; Reflux; | 79% |
2-Chlorobenzyl alcohol
tulobuterol
Conditions | Yield |
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Multi-step reaction with 3 steps 1: sodium hypochlorite; potassium bromide; sodium hydrogencarbonate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical / water; toluene / 0 °C / Flow reactor 2: sodium hydroxide; tetra-(n-butyl)ammonium iodide / water; toluene / 0.4 h / 90 °C / 750.08 - 1500.15 Torr / Flow reactor 3: ethanol; toluene / 0.83 h / 150 °C / 6000.6 - 6750.68 Torr / Flow reactor View Scheme |
2'-chloro-sec-phenethyl alcohol
tulobuterol
Conditions | Yield |
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Multi-step reaction with 3 steps 1: potassium hydrogensulfate; hydroquinone / 3 h / 200 - 205 °C 2: sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid / dichloromethane / 6 h / Reflux 3: methanol / 9 h / 40 - 50 °C View Scheme |
1-(2-chlorophenyl)ethanone
tulobuterol
Conditions | Yield |
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Multi-step reaction with 2 steps 1.1: iodine; dimethyl sulfoxide / 120 °C 2.1: 1,2-dichloro-ethane / 2 h / 25 °C 2.2: 2 h / 0 °C View Scheme | |
Multi-step reaction with 3 steps 1: bromine / water / 0.75 h / 20 °C / Large scale 2: potassium borohydride / water; ethanol / 0.25 h / 20 °C / Cooling with ice; Large scale 3: ethanol / 6 h / Reflux; Large scale View Scheme |
2-chloro-benzaldehyde
tulobuterol
Conditions | Yield |
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Multi-step reaction with 2 steps 1: potassium tert-butylate / dimethyl sulfoxide / 0.5 h / 5 - 20 °C 2: water / 48 h / 20 °C View Scheme |
Conditions | Yield |
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With dmap In dichloromethane at 0 - 20℃; for 3h; | 98% |
tulobuterol
Tulobuterol hydrochloride
Conditions | Yield |
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With hydrogenchloride In diethyl ether; isopropyl alcohol | 91% |