1-(3-CHLOROPHENYL)PROPAN-1-AMINE synthesis
- Product Name:1-(3-CHLOROPHENYL)PROPAN-1-AMINE
- CAS Number:40023-86-7
- Molecular formula:C9H12ClN
- Molecular Weight:169.66
925-90-6
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587-04-2
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40023-86-7
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$65.00/100mg
Yield:40023-86-7 66%
Reaction Conditions:
with ammonium chloride;lithium hexamethyldisilazane in tetrahydrofuran;diethyl ether at 20; for 24 h;Heating / reflux;
Steps:
34 Preparative example 34
To a solution of 3-chlorobenzaldehyde (2.0 g, 14.2 mmol) in THF (5 mL) at 0 NC was added LiN(TMS)2 (17.0 ml, 1.0 M in THF) dropwise and the resulting solution was stirred for 20 min. EtMgBr (6.0 mL, 3.0 M in Et2O) was added dropwise and the mixture was refluxed for 24 h. The mixture was cooled to room temperature, poured into saturated aqueous NH4Cl (50 mL), and then extracted with CH2Cl2 (3?50 volumes). The organic layers were combined, concentrated under reduced pressure. The crude residue was stirred with 3 M HCl (25 mL) for 30 mmn and the aqueous layer was extracted with CH2Cl2 (3?15 mL) and the organic layers were discarded. The aqueous layer was cooled to 0 C. and treated with solid NaOH pellets until pH=10 was attained. The aqueous layer was extracted with CH2Cl2 (3?15 mL) and the organic layers were combined. The organic layer was washed with brine (1?25 mL), dried (Na2SO4), and concentrated under reduced pressure to afford 1.6 g (66% yield) of the crude amine as an oil (MH+170). This material was determined to be >90% pure and was used without further purification.
References:
US2004/106794,2004,A1 Location in patent:Page 122
925-90-6
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$12.00/5ml
40023-86-7
31 suppliers
$65.00/100mg
34841-35-5
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40023-86-7
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$65.00/100mg
766-84-7
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40023-86-7
31 suppliers
$65.00/100mg