| Identification | More | [Name]
3-(1,3-DIOXO-1,3-DIHYDRO-ISOINDOL-2-YL)-PROPIONALDEHYDE | [CAS]
2436-29-5 | [Synonyms]
3-(1,3-DIOXO-1,3-DIHYDRO-ISOINDOL-2-YL)-PROPIONALDEHYDE
3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-
3-(1,3-dioxoisoindol-2-yl)propanal
2-(3-Oxopropyl)isoindoline-1,3-dione
3-[(1,3-Dioxo-1,3-dihydro-2H-isoindole)-2-yl]propanal
3-Phthalimidylpropanal
N-(2-Formylethyl)phthalimide
N-(3-Oxopropyl)phthalimide
3-(1,3-Dioxo-1,3-dihydroisoindol-2-yl)propanal
3-Phthalimidopropionaldehyde | [Molecular Formula]
C11H9NO3 | [MDL Number]
MFCD01704466 | [Molecular Weight]
203.19 | [MOL File]
2436-29-5.mol |
| Chemical Properties | Back Directory | [Melting point ]
136-141 ºC | [Boiling point ]
352.7±25.0 °C(Predicted) | [density ]
1.319±0.06 g/cm3(Predicted) | [storage temp. ]
Inert atmosphere,Store in freezer, under -20°C | [form ]
solid | [pka]
-2.24±0.20(Predicted) | [color ]
White | [InChI]
InChI=1S/C11H9NO3/c13-7-3-6-12-10(14)8-4-1-2-5-9(8)11(12)15/h1-2,4-5,7H,3,6H2 | [InChIKey]
IBSDSIHTMABATG-UHFFFAOYSA-N | [SMILES]
C1(=O)C2=C(C=CC=C2)C(=O)N1CCC=O | [CAS DataBase Reference]
2436-29-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
22-36-43 | [Safety Statements ]
26-36/37 | [HS Code ]
2909498090 | [Toxicity]
mouse,LD50,intraperitoneal,1055mg/kg (1055mg/kg),BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY),Journal of Pharmaceutical Sciences. Vol. 57, Pg. 815, 1968. |
| Hazard Information | Back Directory | [Description]
3-(1,3-Dioxoisoindol-2-yl)propanal is an aldehyde organic compound, which can be used as a pharmaceutical intermediate. | [Chemical Properties]
White powdery crystal, which is easy to absorb moisture. | [Uses]
3-(1,3-Dioxoisoindol-2-yl)propanal is a key intermediate in the preparation of atorvastatin (Lipitor). | [Synthesis]
Step 2. Preparation of 3-(1,3-dioxoisoindolin-2-yl)propanal
A mixture of 2-(3-hydroxypropyl)isoindoline-1,3-dione (2.0 g, 8.76 mmol) with IBX (8.2 g, 29.27 mmol) in 60 mL of ethyl acetate (EA) was refluxed for 2 hours. After completion of the reaction, the mixture was filtered and the filtrate was concentrated to afford 3-(1,3-dioxoisoindolin-2-yl)propionaldehyde (2.0 g, yield: 100%) as a white solid.
NMR (500 MHz, CDCl3): δ 9.82 (s, 1H), 7.84-7.86 (m, 2H), 7.72-7.74 (m, 2H), 4.04 (t, J = 7.0 Hz, 2H), 2.87-2.89 (m, 2H) ppm.
MS (ESI): m/z 553.7 [M + 1]+. | [References]
[1] Patent: WO2012/82436, 2012, A2. Location in patent: Page/Page column 245-246
[2] Organic and Biomolecular Chemistry, 2014, vol. 12, # 32, p. 6094 - 6104
[3] Journal of the American Chemical Society, 2006, vol. 128, # 12, p. 4023 - 4034
[4] Tetrahedron, 2002, vol. 58, # 9, p. 1719 - 1737
[5] Helvetica Chimica Acta, 2005, vol. 88, # 10, p. 2610 - 2616 |
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