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| | PHTHALIMIDOACETALDEHYDE DIETHYL ACETAL Basic information |
| | PHTHALIMIDOACETALDEHYDE DIETHYL ACETAL Chemical Properties |
| Melting point | 72-74 °C (lit.) | | Boiling point | 372.3±32.0 °C(Predicted) | | density | 1.200±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Sealed in dry,Room Temperature | | form | powder to crystal | | pka | -2.17±0.20(Predicted) | | color | Light yellow to Yellow to Orange | | Water Solubility | Insoluble in water. | | Sensitive | Moisture Sensitive | | BRN | 215793 | | InChI | 1S/C14H17NO4/c1-3-18-12(19-4-2)9-15-13(16)10-7-5-6-8-11(10)14(15)17/h5-8,12H,3-4,9H2,1-2H3 | | InChIKey | GEFXJJJQUSEHLV-UHFFFAOYSA-N | | SMILES | CCOC(CN1C(=O)c2ccccc2C1=O)OCC | | CAS DataBase Reference | 78902-09-7(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 36/37/38 | | Safety Statements | 26-37/39 | | WGK Germany | 3 | | Hazard Note | Irritant | | HS Code | 29126000 | | Storage Class | 11 - Combustible Solids |
| | PHTHALIMIDOACETALDEHYDE DIETHYL ACETAL Usage And Synthesis |
| Chemical Properties | off-white to white powder | | Uses | Phthalimidoacetaldehyde diethyl acetal is used as a pharmaceutical intermediate. | | Synthesis | The general procedure for the synthesis of benzoyliminoacetaldehyde diethyl acetal from potassium phthalimide salt and bromoacetaldehyde diethyl acetal was as follows: potassium phthalimide (5 g, 26.5 mmol), bromoacetaldehyde diethyl acetal (4.1 mL, 26.5 mmol), and cetyltributylphosphonium bromide (13.8 g, 26.5 mmol) were reacted under nitrogen protection in toluene ( 200 mL) at 111°C for 24 hours under nitrogen protection. After completion of the reaction, the mixture was filtered and the filtrate was concentrated by rotary evaporation to give a yellow oil. The target compound was purified by column chromatography (eluent: hexane/ether=1:1). The yield was 70%. Elemental analysis results (calculated value C14H17NO4, 263.29): C 63.8, H 6.4, N 5.3; measured value: C 64.6, H 6.5, N 5.3. 1H NMR (300MHz, CDCl3): δ7.8-7.6 (m, 4H), 4.79 (t, 1H), 3.75 (d, 2H), 3.62-3.42 (m, 4H), 1.06 (t, 6H).ES-MS: m/z 264.IR: ν(C-O-C) 2800, (C=O) 1721 cm-1. | | References | [1] Russian Journal of General Chemistry, 2007, vol. 77, # 1, p. 98 - 102
[2] Journal of Chemistry, 2015, vol. 2015,
[3] Patent: WO2017/32840, 2017, A1. Location in patent: Page/Page column 264; 265
[4] Journal of Pharmacy and Pharmacology, 1952, vol. 4, p. 693,705 |
| | PHTHALIMIDOACETALDEHYDE DIETHYL ACETAL Preparation Products And Raw materials |
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