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Reaction id: 0501011053_01, verified by Personal Chemistry ©
7a
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8a
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P(OPh)3
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dry pyridine
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1
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Yield: 89% Time: 600s Temperature: 200 °C
Chemicals
| Name |
MW [g/mol] |
Density [g/ml] |
Amount [mmol] |
Mass/Volume |
| 118-92-3 |
137.138 |
1.000 |
0.204 |
28.000 mg |
| 57294-38-9 |
203.238 |
1.000 |
0.202 |
41.000 µl |
| P(OPh)3 |
310.289 |
1.184 |
0.240 |
63.000 µl |
| dry pyridine |
79.102 |
0.983 |
12.427 |
1000.000 µl |
| Product 1 |
186.214 |
1.000 |
0.000 |
0.000 µl |
Keywords
Cascade reaction, Condensation, Cyclisation, Heterocyclisation, Ring closure, Ring formation
Comments
Synthesis: This reaction is part of a project to synthesise pyrrolo[2,1-b]quinazoline natural products and their derivatives. This product was also used in a subsequent step, and the reaction mixture was then used without any purification (see 0501011053_04). For the isolated product, the reaction as described here was carried out twice, and the reaction mixtures were combined before the work-up.
Work-up and purification: After heating, the reaction mixtures were combined and concentrated under reduced pressure. The product was then isolated by flash chromatography (silica eluted with ethyl acetate:hexane 2:1).
Characterisation: By mp, 1H NMR, 13C NMR, MS and HRMS.
Instrument Settings
Absorption level: Normal
Pre-stirring time: 0s
References
Liu, J.-F.; Ye, P.; Sprague, K.; Sargent, K.; Yohannes, D.; Baldino, C. M.; Wilson, C. J.; Ng, S.-C. Org. Lett. 2005, 7, 3363-3366
Analysis
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