HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydride → 4,4-Ethylenedioxy-3-methyl-1-butanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydride | HCID 166653 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Lithium | HCID 3028194 | — |
| Reactant | Methyl 4,4-ethylenedioxy-3-methyl-butanoate | HCID 20305753 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 4,4-Ethylenedioxy-3-methyl-1-butanol | HCID 20305752 | 28.1% |
Reaction Steps
A solution of methyl 4,4-ethylenedioxy-3-methyl-butanoate (63.2 g) in ether (200 ml) is added dropwise to a mixture of lithium alumnium hydride (13.8 g, 0.363 m) in ether (500 ml) at 0° C. under nitrogen. The resulting mixture is stirred for 2 hours, treated with 5% sodium bicarbonate solution (100 ml), allowed to warm to room temperature and filtered. The filtrate is dried (Na2SO4) and the solvent is evaporated in vacuo to give the crude product (26 g). This material is further purified by column chromatography on silica gel (300 g, 20% ethyl acetate in hexane) to give 4,4-ethylenedioxy-3-methyl-1-butanol as a colorless liquid (14.9 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04237054 |
| Source dataset | uspto-grants-1980_12 |
| ORD ID | ord-c7a6b375c5794b85b18ca5f0bb586559 |
| Source note | uspto-grants-1980_12 |