HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 8-(2-Hydroxymethyl-4,5,6,7-tetramethoxyindan-2-yl)octanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl 8-(2-ethoxycarbonyl-4,5,6,7-tetramethoxyindan-2-yl)octanoate | HCID 18348627 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 8-(2-Hydroxymethyl-4,5,6,7-tetramethoxyindan-2-yl)octanol | HCID 18348587 | 95.1% |
Reaction Steps
Lithium aluminium hydride (72.1 mg, 1.90 mmols) was added to a diethyl ether (6.0 ml) solution of ethyl 8-(2-ethoxycarbonyl-4,5,6,7-tetramethoxyindan-2-yl)octanoate (315 mg, 0.634 mmols), with cooling with ice. The reaction mixture was warmed to room temperature, and then stirred for 1 hour. 1N hydrochloric acid was added to the reaction mixture with cooling with ice, which was then extracted with ethyl acetate. The organic layer was washed with a saturated aqueous sodium chloride solution, and then dried. The solvent was evaporated out, and the resulting crude product was purified by silica gel column chromatography (hexane:ethyl acetate=4:1 to 1:1) to obtain the entitled compound (239 mg) as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06326369B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-5955a4ef64064b4f868fc5aa35f28134 |
| Source note | uspto-grants-2001_12 |