HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sodium Hydroxide → t-Butyldimethylsilyloxy-2,6-dipropyl-4-(2-hydroxyethyl)-benzene
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sodium Hydroxide | HCID 14798 | — |
| Edukt | Sodium peroxide | HCID 14803 | — |
| Edukt | Borane;tetrahydrofuran | HCID 2723981 | — |
| Edukt | t-Butyldimethylsilyloxy-2,6-dipropyl-4-vinyl benzene | HCID 19080390 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | t-Butyldimethylsilyloxy-2,6-dipropyl-4-(2-hydroxyethyl)-benzene | HCID 19080442 | — |
Reaktionsschritte
To a solution of 475 mg (1.48 mmol) of the product of Step B in 3 mL of THF at 0° C. was added 1.6 mL (1.62 mmol) of a 1N borane/THF solution. After 1 hour TLC indicated that the starting material had been consumed. The reaction mixture was quenched with 3 drops of methanol and then 0.70 mL (6.22 mmol) of 30% sodium peroxide and 6.2 mL (6.2 mmol) of 1N sodium hydroxide were added. After two hours the reaction mixture was diluted with ethyl acetate and washed with water and brine. The organic layer was then dried over sodium sulfate, filtered and concentrated. Flash chromatography (silica gel, hexane/ethyl acetate 4:1) gave 265 mg of the title compound as a clear oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05767310 |
| Quelldatensatz | uspto-grants-1998_06 |
| ORD ID | ord-3be3864fbe1a499ba250d3597a74a1fd |
| Quellennotiz | uspto-grants-1998_06 |