| Identification | More | [Name]
1-(4-Methoxyphenyl)-2-benzylaminopropane | [CAS]
43229-65-8 | [Synonyms]
1-(4-METHOXYPHENYL)-2-(BENZYLAMINO)PROPANE
N-Benzyl-4-methoxy-alpha-methylphenethylamine
P-METHOXYPHENYL-2-BENZYLAMINOPROPANE
1-(4-METHOXYPHENYL)-2-BENZYL AMINO PROPANE ,98%MIN.
N-[BENZYL-N-( 1-METHYL-2-P-METHOXYPHENYLETHYL)]AMINE
4-Methoxy-α-methyl-N-(phenylmethyl)benzeneethanamine
N-Benzyl-N-(4-methoxy-α-methylphenethyl)amine | [EINECS(EC#)]
256-155-1 | [Molecular Formula]
C17H21NO | [MDL Number]
MFCD00025847 | [Molecular Weight]
255.35 | [MOL File]
43229-65-8.mol |
| Chemical Properties | Back Directory | [Boiling point ]
377.8±22.0 °C(Predicted) | [density ]
1.024±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
Miscible with methanol, Methylene chloride. Immiscible with water | [form ]
Oil | [pka]
9.54±0.19(Predicted) | [color ]
Pale yellow to yellow liquid | [InChI]
InChI=1S/C17H21NO/c1-14(18-13-16-6-4-3-5-7-16)12-15-8-10-17(19-2)11-9-15/h3-11,14,18H,12-13H2,1-2H3 | [InChIKey]
CVGPWMGXKOKNFD-UHFFFAOYSA-N | [SMILES]
C(C1=CC=C(OC)C=C1)C(NCC1=CC=CC=C1)C | [LogP]
4.8 | [CAS DataBase Reference]
43229-65-8(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
Pale yellow liquid | [Uses]
1-(4-Methoxyphenyl)-2-(benzylamino)propane is an intermediate in the synthesis of Formoterol Fumarate (F693401). | [Synthesis]
GENERAL METHOD: 1-(4-methoxyphenyl)propan-2-one (8.22 g, 50.0 mmol) and benzylamine (5.35 g, 50.0 mmol) were dissolved in methanol and 5% Pt/C catalyst (0.83 g) was added. The reaction mixture was stirred at 60°C and hydrogenated for 24 hours. Upon completion of the reaction, the catalyst was removed by filtration and the solvent was removed by rotary evaporation to afford the intermediate N-benzyl-1-(4-methoxyphenyl)propan-2-amine in 95% yield. The product was characterized by 1H NMR (400 MHz, CDCl3): δ 7.25 (ddd, J = 16.5, 11.1, 6.8 Hz, 5H), 7.07 (d, J = 8.5 Hz, 2H), 6.83 (d, J = 8.5 Hz, 2H), 3.86 (d, J = 13.3 Hz, 1H), 3.79 (s, 3H), 3.73 (d, J = 13.3 Hz, 1H), 2.90 (dd, J = 13.0, 6.5 Hz, 1H), 2.71 (dd, J = 13.5, 7.1 Hz, 1H), 2.61 (dd, J = 13.5, 6.4 Hz, 1H), 1.10 (d, J = 6.2 Hz, 3H). lc/ms (ESI m/z): 256.4 ( M + H)+. | [References]
[1] Tetrahedron Letters, 1997, vol. 38, # 7, p. 1125 - 1128
[2] Organic Process Research and Development, 1998, vol. 2, # 2, p. 96 - 99
[3] Journal of Medicinal Chemistry, 2007, vol. 50, # 12, p. 2903 - 2915
[4] Bioorganic and Medicinal Chemistry Letters, 2014, vol. 24, # 1, p. 249 - 253
[5] Patent: US2011/313199, 2011, A1. Location in patent: Page/Page column 14 |
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