HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Trityl chloride → Methyl-12-trityloxy-dodecanoate
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Trityl chloride | HCID 6456 | — |
| Edukt | Methyl 12-hydroxydodecanoate | HCID 522424 | — |
| Edukt | Methyl 6-trityloxy-hexanoate | HCID 67198977 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Produkt | Methyl-12-trityloxy-dodecanoate | HCID 67200799 | 40% |
Reaktionsschritte
The synthesis procedure of 15a was followed. Trityl chloride (1412 mg, 5.1 mmol), 14c (583 mg, 2.5 mmol), and pyridine (10 mL) were used and the reaction was prolonged to 3 days. The filtration step was omitted, instead the crude material was purified by flash column chromatography (10% EtOAc in hexanes) yielding 477 mg (40%) of a pale yellow oil 15c. 1H-NMR (400 MHz, CDCl3, δH ppm): 7.44 (6H, m, p-Ar), 7.28 (6H, m, m-Ar), 7.21 (3H, m, o-Ar), 3.66 (3H, s, CO2CH3), 3.03 (2H, t, 3JH—H=6.6 Hz, H)—CH2), 2.29 (2H, t, 3JH—H=7.5 Hz, CH2CO2), 1.55-1.65 (4H, m, 2CH2), 1.10-1.39 (14H, m, 7CH2). HRMS (EI): m/z calcd 472.2977 (C32H40O3), found 472.2968 [M]+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08623326B2 |
| Quelldatensatz | uspto-grants-2014_01 |
| ORD ID | ord-97903a68f3f54b51a3bbcb210323c15d |
| Quellennotiz | uspto-grants-2014_01 |