HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-Methyl-1,3-octandiol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ethyl 3-hydroxy-3-methyloctanoate | HCID 3020787 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Methyl-1,3-octandiol | HCID 23148141 | 93.9% |
Reaction Steps
A solution of the compound 37 (13.86 g) in tetrahydrofuran (100 mL) was added dropwise to a suspension of lithium aluminum hydride (3.9 g) in tetrahydrofuran (100 mL) at 0° C. After 35 minutes, to the reaction solution was added ethyl acetate at 0° C. until foam was lost and 5N hydrochloric acid (20 mL) was added dropwise thereto. The solution temperature was risen to room temperature and the solution was stirred overnight. The reaction solution was dried over anhydrous magnesium sulfate, filtrated through Celite (Brand name) and concentrated. The obtained residue was purified by flush column chromatography (n-hexane:ethyl acetate=1:1), to give the title compound (10.31 g) having the following physical data.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501793B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-33b382722c24459fb47d6c4d53d9b19a |
| Source note | uspto-grants-2013_08 |