(R)-Methyl 1-benzylpyrrolidine-2-carboxylate synthesis
- Product Name:(R)-Methyl 1-benzylpyrrolidine-2-carboxylate
- CAS Number:113304-84-0
- Molecular formula:C13H17NO2
- Molecular Weight:219.28
2133-40-6
100-39-0
113304-84-0
Under an inert atmosphere, triethylamine (Et3N, 77 mL, 55.9 g, 0.55 mol) was slowly added dropwise to a cold solution of L-proline methyl ester hydrochloride (41.2 g, 0.25 mol) dissolved in anhydrous dichloromethane (CH2Cl2). Subsequently, benzyl bromide (33.2 mL, 47.74 g, 0.28 mol) was added dropwise to the reaction mixture, after which the reaction mixture was allowed to gradually warm up to room temperature. The reaction solution was stirred continuously for 17 hours. After completion of the reaction, the reaction mixture was extracted with dichloromethane (3 x 400 mL). The organic layers were combined and dried with anhydrous sodium sulfate (Na2SO4). After filtration to remove the desiccant, the solvent was evaporated under reduced pressure to give the crude product. The crude product was further purified by decompression distillation (120 °C, 0.5-1 mmHg) to afford 49.6 g (0.23 mol) of (R)-1-benzylpyrrolidine-2-carboxylic acid methyl ester as a clear oil in 91% yield.
1046767-91-2
7 suppliers
$528.00/1g
113304-84-0
23 suppliers
$107.00/100mg
Yield:113304-84-0 78 %
Reaction Conditions:
with bis(triphenylphosphine)carbonyliridium(I) chloride;1,1,3,3-Tetramethyldisiloxane;tris(pentafluorophenyl)borate in toluene at 20;chemoselective reaction;
References:
Han, Feng;Lu, Guang-Sheng;Wu, Dong-Ping;Huang, Pei-Qiang [Science China Chemistry,2023]
100-44-7
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$13.50/250G
113304-84-0
23 suppliers
$107.00/100mg
344-25-2
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$5.00/250mg
113304-84-0
23 suppliers
$107.00/100mg
100-39-0
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$10.00/10g
2133-40-6
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$8.00/5g
113304-84-0
23 suppliers
$107.00/100mg
67-56-1
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$9.00/25ml
56080-99-0
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$16.00/1g
113304-84-0
23 suppliers
$107.00/100mg