Alternatived Products of [ 1240685-26-0 ]
Product Details of [ 1240685-26-0 ]
| CAS No. : | 1240685-26-0 |
MDL No. : | MFCD28365741 |
| Formula : |
C11H6O3
|
Boiling Point : |
- |
| Linear Structure Formula : | - |
InChI Key : | - |
| M.W : |
186.16
|
Pubchem ID : | - |
| Synonyms : |
|
Safety of [ 1240685-26-0 ]
Application In Synthesis of [ 1240685-26-0 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 1240685-26-0 ]
- 1
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[ 86-90-8 ]
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[ 74-99-7 ]
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[ 1240685-26-0 ]
| Yield | Reaction Conditions | Operation in experiment |
| 60% |
With triethylamine; triphenylphosphine;bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In toluene; at 20 - 50℃; for 3h;Inert atmosphere; |
-(prop-1-yn-1-yl)isobenzofuran-1,3-dione (MEPA) Bromophtalic anhydride (50.0 g, 0.22 mol), triethylamine (33.8 mL, 0.24 mol) and toluene (220 mL) were mixed in a glass reactor over nitrogen (g) atmosphere at room temperature. Bis(triphenylphosphine)palladiumchloride (0.77g, 0.001 mol), CuI (0.42g, 0.002 mol) and triphenylphosphine (0.87 g, 0.003 mol) were added and the temperature was raised to 50C. Propyne (18.0 g, 0.45 mol) was slowly added through a gas inlet during 3 hours. The reaction mixture was filtered through a glass filter funnel and the solution was concentrated to dryness to give crude solid product (40.1 g, 98%). The product was re-crystallized from toluene to give a light yellow solid (24.7g, 60 %).Melting point of MEPA 109-110C (as determined with DSC)H-NMR of MEPA 1H NMR (400 MHz, d-DMSO): delta = 2.15 (s, 3 H), 7.94-8.05 (m, 3 H). |
|
With copper(l) iodide; triethylamine;bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine; In toluene; at 50℃; for 3h;Inert atmosphere; |
Bromophtalic anhydride (50.0 g, 0.22 mol), triethylamine (33.8 mL, 0.24 mol) and toluene (220 mL) were mixed in a glass reactor over nitrogen (g) atmosphere at room temperature. Bis(triphenylphosphine)palladiumchloride (0.77g, 0.001 mol), Cul (0.42g, 0.002 mol) and triphenylphosphine (0.87 g, 0.003 mol) were added and the temperature was raised to 50C. Propyne (18.0 g, 0.45 mol) was slowly added through a gas inlet during 3 hours. The reaction mixture was filtered through a glass filter funnel and the solution was concentrated to dryness to give crude solid product (40.1 g, 98%). The product was re-crystallized from toluene to give a light yellow solid (24.7g, 60 %). Melting point of MEPA109-1 10C (as determined with DSC)H-NMR of MEPA1H MR (400 MHz, d-DMSO): delta = 2.15 (s, 3 H), 7.94-8.05 (m, 3 H).HPLC-MS ofmethanolyzedMEPAApproximately 3 mg MEPA was dissolved in anhydrous MeOH at a concentration of 1 mg/mL. The solution was sonicated for 30 minutes. 200 iL MEPA solution were mixed with 300 mu. MeOH:HOAc (100:0.1), (A), and 300 mu.H20:MeOH:HOAc (95 :5 :0.1), (B). The resulting mixture was injected onto the LC/UV/MS (inj . vol. 2 mu.) Separation was performed on a Dr. Maisch Reprosphere C18 AQ column (100x2.1 mm; dp 3 muiotaeta). The mobile phase was comprised of 40 % A and 60 % B and the flow rate was 0.100 mL/min. UV detection was performed at 254 nm and the MS operated in positive ion scanning mode m/z 190-260. A peak with Rt 15.6 min, corresponding to methyl ethynyl phthalic acid (MH+ 205 and MNa+ 227), and two peaks with Rt 26.7 and 29.4, respectively, corresponding to the two region isomers of methyl ethynyl phthalic acid mono- methyl ester (MH+-H20201 and MNa+ 241), were seen. |
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