H-DL-PRO-OME HCL Chemical Properties

Melting point:

239-241 °C

storage temp. 

Inert atmosphere,2-8°C

form 

solid

Appearance

White to off-white Solid

Safety Information

Risk Statements 

36

Safety Statements 

26

H-DL-PRO-OME HCL Usage And Synthesis

Uses

Methyl Pyrrolidine-2-carboxylate Hydrochloride (cas# 79397-50-5) is a compound useful in organic synthesis.

Synthesis

Step 1: Synthesis of DL-proline methyl ester hydrochloride Thionyl chloride (15.7 mL, 217.4 mmol) was slowly added dropwise to a mixed solution containing D/L-proline (5.0 g, 43.47 mmol) and methanol (50 mL) at 0 °C, and the dropwise process lasted for about 15 minutes. The reaction mixture was stirred at room temperature for about 16 hours. Subsequently, the solvent was removed by vacuum concentration to give a colloidal product. The colloidal product was ground with n-pentane, decanted and dried to give the final DL-proline methyl ester hydrochloride as an off-white solid (6.25 g, 87% yield). The product characterization data are as follows: 1H NMR (400 MHz, DMSO-d6) δ 1.87-2.04 (m, 3H), 2.21-2.28 (m, 1H), 3.22-3.26 (m, 2H), 3.75 (s, 3H), 4.34 (t, J = 7.8 Hz, 1H);. IR (film) υ 3513, 3130, 2597, 1740, 1632, 1452, 1402, 1245, 1178, 1046, 764 cm-1; MS 130 (M + 1).

References

[1] Bulletin de la Societe Chimique de France, 1993, vol. 130, p. 584 - 596
[2] Patent: US2010/105755, 2010, A1. Location in patent: Page/Page column 11-12
[3] Molecules, 2008, vol. 13, # 5, p. 1111 - 1119
[4] Journal of Organic Chemistry, 1991, vol. 56, # 8, p. 2775 - 2781
[5] Patent: US2008/76758, 2008, A1. Location in patent: Page/Page column 91; 93

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