HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
4-Hydroxybenzaldehyde → 4-Formylphenyl 4-(dodecyloxy)benzoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 4-Hydroxybenzaldehyde | HCID 126 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Potassium Hydroxide | HCID 14797 | — |
| Edukt | Oxalyl chloride | HCID 65578 | — |
| Edukt | Methyl 4-(dodecyloxy)benzoate | HCID 592397 | — |
| Edukt | 4-Formylphenyl 4-(decyloxy)benzoate | HCID 13321156 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Produkt | 4-Formylphenyl 4-(dodecyloxy)benzoate | HCID 14172694 | — |
Reaktionsschritte
Synthesized as described above for compound 10. Quantities: 2 (9.58 g, 30 mmol), KOH (2.34, 42 mmol), oxalyl chloride (12 mL, 140 mmol), p-hydroxybenzaldehyde (4.38 g, 36 mmol), triethylamine (32 mL, 0.23 mol), DMAP (0.19 g, 1.6 mmol). Yield 11.6 g (97%). 1H NMR: δH (CDCl3; 300 MHz): 0.89 (3 H, t, 3J=6.9 Hz, CH3), 1.21-1.51 (18 H, m, CH2), 1.83 (2 H, m, O—CH2—CH2), 4.05 (2 H, t, 3J=6.6 Hz, O—CH2), 6.99 (2 H, d, 3J=9.0 Hz, Ar—H), 7.40 (2 H, d, 3J=8.5 Hz, Ar—H), 7.97 (2 H, d, 3J=8.6 Hz, Ar—H), 8.16 (2 H, d, 3J=9.0 Hz, Ar—H), 10.0 (1 H, s, COH). 13C NMR: δC (CDCl3; 75 MHz): 14.5, 23.1, 26.4, 29.5, 29.6, 29.7, 32.2, 68.8, 114.8, 121.2, 123.0, 131.6, 132.8, 134.3, 156.3, 164.3, 164.6, 191.4.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08092712B2 |
| Quelldatensatz | uspto-grants-2012_01 |
| ORD ID | ord-d39ef36477b348b68f291b933db1eced |
| Quellennotiz | uspto-grants-2012_01 |