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ChemicalBook CAS DataBase List N-[(4-methoxyphenyl)methyl]cyclopentanamine

N-[(4-methoxyphenyl)methyl]cyclopentanamine synthesis

3synthesis methods
1003-03-8 Synthesis
Cyclopentylamine

1003-03-8
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N-[(4-methoxyphenyl)methyl]cyclopentanamine

108157-23-9
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Yield:108157-23-9 39.8%

Reaction Conditions:

with sodium tetrahydroborate in ethanol at 20; for 16 h;

Steps:

S40.A Step A:

To a mixture of 4-methoxybenzaldehyde (3 g, 22.05 mmol) and cyclopentanamine (2.06 g, 24.26 mmol) in EtOH (100 mL) was added sodium borohydride (1.25 g, 33.08 mmol) carefully. The reaction was stirred for 16 h at 20 . Then the reaction was quenched by sat. NH4Cl solution (10 mL) , filtered and the filtrate was concentrated. The crude product was purified by silica gel column chromatography (120 g, DCM/MeOH =20: 1) to give N- [ (4-methoxyphenyl) methyl] cyclopentanamine (3 g, 39.8%yield) as a white solid. Mass Spectrum (ESI) m/z = 206.0 (M+1) .

References:

WO2020/211668,2020,A1 Location in patent:Paragraph 210