4-(Isopropylamino)butanol
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4-(Isopropylamino)butanol
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CAS No:
42042-71-7
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Formula:
C7H17NO
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Chemical Name:
4-(Isopropylamino)butanol
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Synonyms:
4-(Isopropylamino)butanol;4-(propan-2-ylamino)butan-1-ol;4-(isopropylamino)-1-butanol;4-[(Propan-2-yl)amino]butan-1-ol;MFCD14708173;4-(isopropyl amino)butan-1-ol;ACMC-209jn2;SCHEMBL104210;4-hydroxy-N-isopropylbutylamine;CTK8B1673
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CAS No:
Safety Information
Ⅲ
1993
3
|Warning|H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]|P210, P233, P240, P241, P242, P243, P264, P280, P302+P352, P303+P361+P353, P305+P351+P338, P321, P332+P313, P337+P313, P362, P370+P378, P403+P235, and P501|Aggregated GHS information provided by 2 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
4-(Isopropylamino)butanol Use and Manufacturing
200 gm of 4-amino-1-butanol (II) was dissolved in a mixed solvent of 400 ml of acetone and 1000 ml of ethanol and, after adding 20 gm of 10percent Pd/C, hydrogenation was carried out under the pressure of 10 kg for 4-5 hours. The reaction solution was filtered to remove the catalyst and the filtrate obtained was concentrated to obtain desired compound in quantitative yield, as a colorless oily substanceDMF (20 ml) was added to the reaction flask.Methanesulfonic acid (8.1 g, 8.4 mmol) was cooled to 0 °C.4-Isopropylamino n-butanol (10 g, 7.6 mmol), 3, 4-dihydro-2H-pyran (8.3 g, 9.9 mmol) was added dropwise. After the addition is completed, The temperature was raised to 25 ° C for 18 hours. After the reaction is completed, Add n-heptane (50 ml), wash; then add 10percent aqueous sodium hydroxide solution (37 g) at 10 ° C, Extracted with methyl tert-butyl ether (50 ml).The extraction was repeated three times. Combining methyl tert-butyl ether phase, The organic layer was concentrated under reduced pressure to give N-isopropyl-4-(tetrahydro-2H-pyran-2-oxy)-n-butylamine (16.1 g, yield: 98percent, purity 95percent).To the reaction flask was added 4-isopropylamino n-butanol (58.89 g, 448.7 mmol), DMF (250 ml).Nitrogen protection. Cool the mixture to 0 ° C, tert-Butyldiphenylchlorosilane (169 ml, 661.9 mmol), imidazole (9.16 g, 134.6 mmol) was added. After reacting at 25 ° C for 24 hours, after the reaction is completed, The reaction solution was concentrated under reduced pressure and dichloromethane (li.Wash three times with 5percent aqueous sodium bicarbonate (500 ml).Washed with saturated aqueous sodium chloride (500 ml) three times.Dry over anhydrous magnesium sulfate. Filtration and concentration of the filtrate under reduced pressure afforded 4-(t-butyldiphenylsilyloxy)-N-isopropyl-n-butylamine.
Computed Properties
Molecular Weight:131.22
XLogP3:0.6
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:5
Exact Mass:131.131014166
Monoisotopic Mass:131.131014166
Topological Polar Surface Area:32.3
Heavy Atom Count:9
Complexity:54.9
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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