ChemicalBook CAS DataBase List N-BENZYL-L-PROLINE

N-BENZYL-L-PROLINE synthesis

11synthesis methods

Product Name:N-BENZYL-L-PROLINE
CAS Number:31795-93-4
Molecular formula:C12H15NO2
Molecular Weight:205.25

100-39-0
431 suppliers
$10.00/10 g

147-85-3 Synthesis

147-85-3
997 suppliers
$6.00/25g

31795-93-4
140 suppliers
$9.00/250mg

Yield: 92%

Reaction Conditions:

Stage #1:benzyl bromide;L-proline with potassium hydroxide in isopropyl alcohol at 40;
Stage #2: with hydrogenchloride in chloroform;water;isopropyl alcohol; pH=4 - 5 at 20; for 12 h;

Steps:

3.1.1. General Procedure for the Preparation of Compounds 6
General procedure: To a solution of proline (2.0 g, 17 mmol) and KOH (2.85 g, 51 mmol) in i-PrOH (50 mL),4-substituted benzyl derivative (21 mmol) was added at 40° C. Afterwards, the mixture was stirred for8 h at 40° C and then the reaction mixture was cooled to room temperature. 6 M HCl was added toadjust the pH value of the mixture to 4-5 and then CHCl3 (50 mL) was added. The mixture was stirredfor 12 h, followed by filtration and evaporation in vacuo. The residue was purified by recrystallizationin acetone at 0° C to give 6 (about 90% yield).

References:

Yao, Yangyang;Li, Renze;Liu, Xiaoyu;Yang, Feilong;Yang, Ying;Li, Xiaoyu;Shi, Xiang;Yuan, Tianyi;Fang, Lianhua;Du, Guanhua;Jiao, Xiaozhen;Xie, Ping [Molecules,2017,vol. 22,# 10,art. no. 1766]

100-44-7 Synthesis