HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → (+/-)trans-1-(4-Benzyloxyphenoxy)-2-methylaminoindane Hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | trans-1-(4-Benzyloxyphenoxy)-2-ethoxycarbonylaminoindane | HCID 18661303 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Product | (+/-)trans-1-(4-Benzyloxyphenoxy)-2-methylaminoindane Hydrochloride | HCID 18661304 | — |
Reaction Steps
The title compound was prepared in a similar manner to Example 12 from LiAlH4 (190 mg, 5 mmol), trans-1-(4-benzyloxyphenoxy)-2-ethoxycarbonylaminoindane (750 mg, 1.7 mmol) and tetrahydrofuran (50 ml). After a reaction time of 18 h at room temperature and a further hour at reflux, the reaction was worked up as previously described and subjected to column chromatography on silica gel eluting with 2% ethanol in chloroform to afford a pale yellow oil (290 mg) which was converted to the HCl salt and crystallised to afford the title compound as a white solid. m.p. 185°-187° C. (from methanol-diethyl ether).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05773463 |
| Source dataset | uspto-grants-1998_06 |
| ORD ID | ord-1c83e25b7281407fa0be11e501883385 |
| Source note | uspto-grants-1998_06 |