HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Methanol → 6,6-Difluoro-5-methyl-5-hexenol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Methanol | HCID 887 | — |
| Edukt | Tetrahydrofuran | HCID 8028 | — |
| Edukt | Sodium borohydride | HCID 4311764 | — |
| Edukt | Methyl 6,6-difluoro-5-methyl-5-hexenoate | HCID 23020142 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 6,6-Difluoro-5-methyl-5-hexenol | HCID 23020172 | 82% |
Reaktionsschritte
To 110 ml of tetrahydrofuran, 53 g (0.30 mol) of methyl 6,6-difluoro-5-methyl-5-hexenoate was dissolved, followed by adding 23 g (0.61 mmol) of sodium borohydride, heating the mixture under refluxing and slowly drop-wisely adding 50 ml of methanol. After the end of the drop-wise addition, the reaction liquid was stirred under refluxing for 1 hour, followed by cooling to room temperature, adding water and extracting with diethyl ether. The organic layer was washed with water, dilute hydrochloric acid and a saturated saline solution in this order, followed by drying over anhydrous magnesium sulfate, and concentrating under reduced pressure to obtain 36.5 g (yield: 82%) of 6,6-difluoro-5-methyl-5-hexenol.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07273878B2 |
| Quelldatensatz | uspto-grants-2007_09 |
| ORD ID | ord-f94103283e3a493f90b1121e614493ee |
| Quellennotiz | uspto-grants-2007_09 |