| Identification | More | [Name]
Ethyl 1-benzylpyrrolidine-3-carboxylate | [CAS]
5747-92-2 | [Synonyms]
1-BENZYL-PYRROLIDINE-3-CARBOXYLIC ACID ETHYL ESTER
ETHYL 1-BENZYL-PYRROLIDINE-3-CARBOXYLATE
ETHYL 1-BENZYL-PYRROLIDINE-3-CALATE | [Molecular Formula]
C14H19NO2 | [MDL Number]
MFCD04039852 | [Molecular Weight]
233.31 | [MOL File]
5747-92-2.mol |
| Chemical Properties | Back Directory | [Boiling point ]
118-120 °C(Press: 0.75 Torr) | [density ]
1.099±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [form ]
Liquid | [pka]
8.43±0.40(Predicted) | [color ]
Pale yellow | [InChI]
InChI=1S/C14H19NO2/c1-2-17-14(16)13-8-9-15(11-13)10-12-6-4-3-5-7-12/h3-7,13H,2,8-11H2,1H3 | [InChIKey]
CYPXEPWPTXKUPL-UHFFFAOYSA-N | [SMILES]
N1(CC2=CC=CC=C2)CCC(C(OCC)=O)C1 | [CAS DataBase Reference]
5747-92-2(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [RIDADR ]
UN 2811 6.1 / PGIII | [WGK Germany ]
3 | [HazardClass ]
IRRITANT |
| Hazard Information | Back Directory | [Uses]
Ethyl 1-benzylpyrrolidine-3-carboxylate | [Synthesis]
General procedure for the synthesis of ethyl 1-benzylpyrrolidine-3-carboxylate from ethanol and 1-benzylpyrrolidine-3-carbonitrile: A solution of 1-benzylpyrrolidine-3-carbonitrile (1.5 g, 7.9 mmol) in ethanol (40 mL) was treated with a dioxane solution (20 mL) in 4 M HCl and stirred overnight at room temperature. Upon completion of the reaction, the reaction mixture was cooled to 0 °C and the pH was adjusted to neutral with saturated aqueous NaHCO3 solution, followed by extraction with ethyl acetate (EtOAc). The organic layers were combined, dried with anhydrous Na2SO4 and concentrated under reduced pressure. Purification by fast column chromatography (eluent: 35-50% EtOAc/hexane) afforded ethyl 1-benzylpyrrolidine-3-carboxylate (1.1 g, 58% yield). | [References]
[1] Patent: WO2003/103669, 2003, A1. Location in patent: Page 71-72 |
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