HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ammonia → (3-((Tert-butyldimethylsilyloxy)methyl)phenyl)methanol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ammonia | HCID 222 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| Edukt | 1,3-Benzenedimethanol | HCID 69374 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | (3-((Tert-butyldimethylsilyloxy)methyl)phenyl)methanol | HCID 10658493 | 45,4% |
Reaktionsschritte
To 1,3-benzenedimethanol (5.10 g, 36.91 mmol) in dichloromethane (70 ml) was added at 0° C. triethylamine (7.47 g, 73.82 mmol), 4-dimethyl-aminopyridine (451 mg, 3.61 mmol) and t-butyldimethylchlorosilane (5.56 g, 36.91 mmol) successively, and the mixture was stirred for 20 hours at room temperature. Thereto was added a saturated ammonia solution and the mixture was extracted with ethyl acetate and separated by a separating funnel. The organic layer was washed with water and saturated brine, dried over magnesium sulfate and filtered. The solvent was removed in vacuo and the residue was purified by silica gel column chromatography to give the subject compound (4.23 g, 45%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07781479B2 |
| Quelldatensatz | uspto-grants-2010_08 |
| ORD ID | ord-50fc8bbb3b3b47048f33b51ad57a2c25 |
| Quellennotiz | uspto-grants-2010_08 |