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| | 1-N-Cbz-3-pyrrolidinone Basic information |
| | 1-N-Cbz-3-pyrrolidinone Chemical Properties |
| Melting point | 45-47°C | | Boiling point | 370.2±42.0 °C(Predicted) | | density | 1.1897 g/mL at 25 °C | | refractive index | n20/D 1.5410 | | Fp | >230 °F | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | solubility | soluble in Methanol | | pka | -1.84±0.20(Predicted) | | form | powder to crystal | | color | White to Light yellow to Light orange | | InChI | InChI=1S/C12H13NO3/c14-11-6-7-13(8-11)12(15)16-9-10-4-2-1-3-5-10/h1-5H,6-9H2 | | InChIKey | LMHWEUQNJRXMCD-UHFFFAOYSA-N | | SMILES | N1(C(OCC2=CC=CC=C2)=O)CCC(=O)C1 | | CAS DataBase Reference | 130312-02-6(CAS DataBase Reference) |
| Hazard Codes | Xn | | Risk Statements | 22-40 | | Safety Statements | 23-24/25-36/37 | | WGK Germany | 2 | | HS Code | 29339900 | | Storage Class | 10 - Combustible liquids | | Hazard Classifications | Carc. 2 |
| | 1-N-Cbz-3-pyrrolidinone Usage And Synthesis |
| Chemical Properties | Light yellow solid | | Synthesis | General procedure for the synthesis of N-Cbz-3-pyrrolidinone from N-CBZ-3-hydroxypyrrolidine: intermediate 6.iii (1.10 g) was dissolved in dichloromethane (DCM, 8 mL) and cooled to 0 °C. Under stirring, N,N-diisopropylethylamine (DIPEA, 2.5 mL) was added slowly and dropwise, followed by a solution of sulfur trioxide pyridine complex (1.79 g) in dimethyl sulfoxide (DMSO, 6.5 mL). The reaction mixture was stirred continuously at 0 °C for 1 h, after which the reaction was quenched by the addition of water (6 mL). The aqueous phase was extracted with a solvent mixture of ether/hexane (1:1, 3 × 5 mL) and the organic phases were combined. After the organic phase was concentrated under vacuum, the residue obtained was solubilized with a solvent mixture of ether/hexane (1:1) and purified by silica gel column chromatography (n-hexane/ethyl acetate, 5:5) to give 1.05 g (96% yield) of the light yellow oily product N-Cbz-3-pyrrolidinone. The product was characterized by 1H NMR (DMSO-d6; δ ppm): 2.48-2.61 (2H, m); 3.61-3.80 (4H, m); 5.09 (2H, s); 7.27-7.41 (5H, m). | | References | [1] Patent: US2009/247578, 2009, A1. Location in patent: Page/Page column 14
[2] Patent: WO2008/56335, 2008, A1. Location in patent: Page/Page column 34
[3] Patent: WO2014/32, 2014, A1. Location in patent: Page/Page column 51; 52
[4] Chemical Communications, 2007, # 21, p. 2136 - 2138
[5] Patent: WO2017/216726, 2017, A1. Location in patent: Page/Page column 581 |
| | 1-N-Cbz-3-pyrrolidinone Preparation Products And Raw materials |
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