Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 965239Generated: October 29, 2026

Ethanol → (+/-)trans-1-(4-Benzyloxyphenoxy)-2-methylaminoindane Hydrochloride

https://huagongshe.com/reaction/965239

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantChloroformHCID 6212—
ReactantTetrahydrofuranHCID 8028—
Reactanttrans-1-(4-Benzyloxyphenoxy)-2-ethoxycarbonylaminoindaneHCID 18661303—
ReactantAluminium lithium hydrideHCID 21226445—
Product(+/-)trans-1-(4-Benzyloxyphenoxy)-2-methylaminoindane HydrochlorideHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05773463
Source datasetuspto-grants-1998_06
ORD IDord-1c83e25b7281407fa0be11e501883385
Source noteuspto-grants-1998_06