N-(4-FLUOROBENZYL)-N-PROPYLAMINE synthesis
- Product Name:N-(4-FLUOROBENZYL)-N-PROPYLAMINE
- CAS Number:741698-80-6
- Molecular formula:C10H14FN
- Molecular Weight:167.22
107-10-8
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Yield:741698-80-6 89%
Reaction Conditions:
Stage #1: propylamine;4-fluorobenzaldehyde in tetrahydrofuran;methanol at 20;Molecular sieve;
Stage #2: with sodium tetrahydroborate in tetrahydrofuran;methanol at 20; for 3 h;
Steps:
75.75A 75 A. N-(4-fluorobenzyl)propan- 1 -amine
To a stirred solution of propan- 1 -amine (2.381 g, 40.3 mmol) in THF (15 mL) and MeOH (15 mL) was added 4-fluorobenzaldehyde (5 g, 40.3 mmol) followed by 4 A molecular sieves (3 g) at ambient temperature and stirred for overnight. The reaction mixture was cooled to 0 °C, added NaBH4 (4.57 g, 121 mmol) portion wise and stirred at RT for 3 h. The solvent was removed completely and resultant semi solid was quenched with 10% NaHC03 solution, extracted with ethyl acetate (3 x 25 mL), the organic layer was washed with brine (50 mL), dried over Na2S04 and concentrated to afford 75A (colorless oil, 6 g, 35.9 mmol, 89 % yield) which was carried for next step without further purification. LC-MS Anal.Calc’d for CIOHI4FN 167.111, found [M+H] 168.2, Tr = 2.535 min (Method U).
References:
WO2020/23355,2020,A1 Location in patent:Page/Page column 106
![1-Propanamine,N-[(4-fluorophenyl)methylene]-(9CI)](/CAS/20180808/GIF/349483-17-6.gif)
349483-17-6
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741698-80-6
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$45.00/100mg