Identification | Back Directory | [Name]
H-DL-PRO-OME HCL | [CAS]
79397-50-5 | [Synonyms]
H-DL-Pro-OMe DL-Pro-OMe HCl H-DL-PRO-OME HCL Proline Impurity 2 DL-PROLINE-OME HCL H-DL-Pro-Ome.HCl ,98% H-DL-Pro-OMe.HCl,97 % H-DL-PRO-OME HCL USP/EP/BP H-DL-Pro-OMe hydrochloride DL-Proline methyl ester HCl DL-PROLINE METHYL ESTER HYDROCHLORIDE DL-Proline methyc ester hydrochloride Proline, methyl ester,hydrochloride (1:1) PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER HCL (RS)-Pyrrolidine-2-carboxylic acid methyl ester hydrochloride | [Molecular Formula]
C6H12ClNO2 | [MDL Number]
MFCD00066138 | [MOL File]
79397-50-5.mol | [Molecular Weight]
165.62 |
Hazard Information | Back Directory | [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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