HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Pyridine → 3,5-Dichloro-4-(4-methoxyphenoxy)benzyl Alcohol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Pyridine | HCID 1049 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Benzenemethanol, 3,5-dichloro-4-hydroxy- | HCID 176409 | — |
| Edukt | (4-Methoxyphenyl)boronic acid | HCID 201262 | — |
| Katalysator | Cupric acetate | HCID 8895 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 3,5-Dichloro-4-(4-methoxyphenoxy)benzyl Alcohol | HCID 22285654 | 44,8% |
Reaktionsschritte
To a flask containing 24 ml of dichloromethane was added 4 A sieves (2.97 g, activated at 500° C. for 8 h), 4-methoxyphenylboronic acid (1.84 g, 12.0 mmol), 2,6-dichloro-4-hydroxymethylphenol (465 mg, 2.41 mmol), copper (II) acetate (438 mg, 2.41 mmol), pyridine (0.97 ml, 12.0 mmol) and triethylamine (1.67 ml, 12.0 mmol). The reaction flask was fitted with a drying tube and stirred overnight. Filtration through celite and removal of volatiles in vacuo followed by column chromatography (silica, 30% ethyl acetate in hexane) provided the title compound as light brown oil (323 mg, 44%). 1H NMR (400 MHz, CDCl3) δ 7.39 (s, 2H), 6.82 (d, j=7.2 Hz, 2H), 6.77 (d, j=7.2 Hz, 2H), 4.69 (s, 2H), 3.76 (s, 3H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06967220B2 |
| Quelldatensatz | uspto-grants-2005_11 |
| ORD ID | ord-8bdd5a8db7ac4a48952c388ce2db5398 |
| Quellennotiz | uspto-grants-2005_11 |