Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Salicylic Acid | HCID 338 | — |
| Edukt | Lactic Acid | HCID 612 | — |
| Edukt | Phosphonium, tetrabutyl-, hydroxide (1:1) | HCID 84487 | — |
| Lösungsmittel | Acetone | HCID 180 | — |
| Produkt | HCID 178473643 | HCID 178473643 | — |
Reaktionsschritte
Lactic acid (0.4504 g, 5 mmol), salicylic acid (0.6909 g, 5 mmol) and tetrabutylphosphonium hydroxide (˜40% sol. in H2O) (3.414 g, 5 mmol) were dissolved in 20 ml of acetone and stirred for 15 min at room temperature. The solvent was evaporated and the remaining viscous liquid was dried at 0.01 mbar with stirring for 24 hrs. The desired compound is isolated as a colourless liquid; 1H-NMR (300 MHz, d6-DMSO) δ(ppm)=7.63 (dd, J1=7.6 Hz, J2=1.9 Hz), 7.11 (m, 1H), 6.58 (m, 3H), 4.03 (q, J=6.9 Hz, 1H), 2.17 (m, 8H), 1.42 (m, 16 H), 1.23 (d, 7.0 Hz, 3H), 0.90 (t, J=7.3 Hz, 12 H). 31P-NMR (121.5 MHz, d6-DMSO) δ(ppm)=35.0. 13C-NMR (75 MHz, d6-DMSO) δ(ppm)=176.3, 171.1, 163.0, 131.2, 129.9, 120.5, 117.8, 115.767.3, 23.4 (d, J=15.8 Hz), 22.6 (d, J=4.3 Hz), 20.5, 17.3 (d, J=47.7 Hz), 13.3 (s).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09278134B2 |
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| Quelldatensatz | uspto-grants-2016_03 |
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| ORD ID | ord-0260974b33fc4dec97a88a0eb2af9a0b |
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| Quellennotiz | uspto-grants-2016_03 |
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