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(R)-3-(Methylamino)-1-phenylpropanol

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Name

(R)-3-(Methylamino)-1-phenylpropanol

EINECS N/A
CAS No. 115290-81-8 Density 1.017 g/cm3
PSA 32.26000 LogP 1.72040
Solubility N/A Melting Point N/A
Formula C10H15NO Boiling Point 286.1 °C at 760 mmHg
Molecular Weight 165.235 Flash Point 114.8 °C
Transport Information N/A Appearance N/A
Safety Risk Codes N/A
Molecular Structure Molecular Structure of 115290-81-8 ((R)-(+)-3-(N-METHYLAMINO)-1-PHENYL-1-PROPANOL) Hazard Symbols N/A
Synonyms

(R)-(+)-3-(N-METHYLAMINO)-1-PHENYL-1-PROPANOL;(R)-3-(methylamino)-1-phenylpropanol;(1R)-(+)-3-(Methylamino)-1-phenylpropan-1-ol;(3R)-N-Methyl-3-hydroxy-3-phenylpropylamine;(R)-3-Hydroxy-N-methyl-3-phenylpropylamine;(R)-N-Methyl-3-hydroxy-3-phenylpropylamine;(R)-N-Methyl-3-phenyl-3-hydroxypropylamine;Atomoxetine Related Compound A (10 mg) (3-(Methylamino)-1-phenylpropan-1-ol)

Article Data 36

(R)-3-(Methylamino)-1-phenylpropanol Synthetic route

127073-84-1

(R)-3-iodo-1-phenyl-1-propanol

74-89-5

methylamine

115290-81-8

(R)-N-methyl-3-phenyl-3-hydroxypropylamine

Conditions
ConditionsYield
In tetrahydrofuran; water at 23℃; for 2h;99%
In tetrahydrofuran; water at 25℃; for 12h; Inert atmosphere; enantioselective reaction;98%
In tetrahydrofuran; water at 20℃;85%
502697-62-3

(R)-(3-hydroxy-3-phenylpropyl)carbamic acid ethyl ester

115290-81-8

(R)-N-methyl-3-phenyl-3-hydroxypropylamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 2h; Heating;93%
With lithium aluminium tetrahydride In tetrahydrofuran Heating;89%
2538-50-3

β-Methylaminoethyl phenyl ketone hydrochloride

115290-81-8

(R)-N-methyl-3-phenyl-3-hydroxypropylamine

Conditions
ConditionsYield
With Rh[((R,R)-BenzP*)(cod)]SbF6; hydrogen; caesium carbonate; zinc(II) chloride In methanol at 20℃; under 19001.3 Torr; for 48h; Autoclave; enantioselective reaction;93%
Multi-step reaction with 2 steps
1: potassium borohydride / tetrahydrofuran / 66 °C
2: sodium hydrogencarbonate / chloroform; water
View Scheme
115290-78-3

(1R) 3-phenyl-3-hydroxypropyl methanesulfonate

74-89-5

methylamine

115290-81-8

(R)-N-methyl-3-phenyl-3-hydroxypropylamine

Conditions
ConditionsYield
In tetrahydrofuran; water at 65℃; for 24h;91%
In tetrahydrofuran; water at 60 - 65℃; for 4h;80%
In tetrahydrofuran; water at 65℃; for 3h;837 mg
60960-88-5

N-methyl-3-phenylprop-2-en-1-amine

115290-81-8

(R)-N-methyl-3-phenyl-3-hydroxypropylamine

Conditions
ConditionsYield
Stage #1: N-methyl-3-phenylprop-2-en-1-amine With L-diisopinocampheylborane In 1,2-dimethoxyethane at 30℃; for 2h;
Stage #2: With dihydrogen peroxide; potassium hydroxide In 1,2-dimethoxyethane at 20℃; for 2h;
90.67%
406218-18-6

(R)-6-phenyl-1,3-oxazinan-2-one R-7a

115290-81-8

(R)-N-methyl-3-phenyl-3-hydroxypropylamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran Heating;90%

(3R)-3-phenyl-3-hydroxypropionic acid methyl amide

115290-81-8

(R)-N-methyl-3-phenyl-3-hydroxypropylamine

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 6h; Reflux;86%
768-03-6

Phenyl vinyl ketone

74-89-5

methylamine

115290-81-8

(R)-N-methyl-3-phenyl-3-hydroxypropylamine

Conditions
ConditionsYield
Stage #1: Phenyl vinyl ketone; methylamine With sodium carbonate In water; isopropyl alcohol at 20℃; for 2h; Inert atmosphere;
Stage #2: With chloro[(1S,2S)-N-(p-toluenesulfonyl)-1,2-diphenylethylenediamine]-(mesitylene) ruthenium (II); sodium formate In water; isopropyl alcohol at 40℃; for 10h; pH=7; Inert atmosphere; enantioselective reaction;
79%
100306-33-0

(1R)-3-chloro-1-phenylpropanol

74-89-5

methylamine

115290-81-8

(R)-N-methyl-3-phenyl-3-hydroxypropylamine

Conditions
ConditionsYield
With potassium iodide In methanol; water at 80℃; for 8h;72%
With sodium iodide In water
57256-92-5

3-methylamino-1-phenyl-propan-1-ol; hydrochloride

115290-81-8

(R)-N-methyl-3-phenyl-3-hydroxypropylamine

Conditions
ConditionsYield
Stage #1: 3-methylamino-1-phenyl-propan-1-ol; hydrochloride With sodium hydrogencarbonate In chloroform; water
Stage #2: With (S)-Mandelic acid In acetone
46%

(R)-3-(Methylamino)-1-phenylpropanol Specification

The (R)-(+)-N-methyl-3-phenyl-3-hydroxypropylamine is an organic compound with the formula C10H15NO. The systematic name of this chemical is (1S)-3-(methylamino)-1-phenylpropan-1-ol. With the CAS registry number 115290-81-8, it is also named as benzenemethanol, α-[2-(methylamino)ethyl]-, (alphaS)-.

Physical properties about (R)-(+)-N-methyl-3-phenyl-3-hydroxypropylamine are: (1)ACD/LogP: 0.34; (2)#H bond acceptors: 2; (3)#H bond donors: 2; (4)#Freely Rotating Bonds: 5; (5)Polar Surface Area: 12.47 Å2; (6)Index of Refraction: 1.53; (7)Molar Refractivity: 50.2 cm3; (8)Molar Volume: 162.3 cm3; (9)Polarizability: 19.9×10-24cm3; (10)Surface Tension: 39.4 dyne/cm; (11)Density: 1.017 g/cm3; (12)Flash Point: 114.8 °C; (13)Enthalpy of Vaporization: 55.47 kJ/mol; (14)Boiling Point: 286.1 °C at 760 mmHg; (15)Vapour Pressure: 0.00126 mmHg at 25°C.

Uses of (R)-(+)-N-methyl-3-phenyl-3-hydroxypropylamine: it can be used to produce N-methyl-3,3-diphenylpropylamine. It will need reagent CF3SO3H. The yield is about 83%.

You can still convert the following datas into molecular structure:
(1)SMILES: O[C@H](c1ccccc1)CCNC
(2)InChI: InChI=1/C10H15NO/c1-11-8-7-10(12)9-5-3-2-4-6-9/h2-6,10-12H,7-8H2,1H3/t10-/m0/s1
(3)InChIKey: XXSDCGNHLFVSET-JTQLQIEIBS
(4)Std. InChI: InChI=1S/C10H15NO/c1-11-8-7-10(12)9-5-3-2-4-6-9/h2-6,10-12H,7-8H2,1H3/t10-/m0/s1
(5)Std. InChIKey: XXSDCGNHLFVSET-JTQLQIEISA-N

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