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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 965236Generated: October 30, 2026

Ethanol → (+/-)cis-1-(4-Benzyloxyphenoxy)-2-Methylaminoindane Hydrochloride

https://huagongshe.com/reaction/965236

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantChloroformHCID 6212—
ReactantTetrahydrofuranHCID 8028—
Reactant(+/-)cis-1-(4Benzyloxyphenoxy)-2-tert-butoxycarbonylaminoindaneHCID 18661292—
ReactantAluminium lithium hydrideHCID 21226445—
Product(+/-)cis-1-(4-Benzyloxyphenoxy)-2-Methylaminoindane HydrochlorideHCID 18661279—

Reaction Steps

The title compound was prepared in a similar manner to Example 12 from LiAlH4 (760 mg, 20 mmol), (±) cis-1-(4-benzyloxyphenoxy)-2-tert-butoxycarbonylaminoindane (1 g, 2.3 mmol) and tetrahydrofuran (50 ml). After a reaction time of 4 h the reaction was worked up as previously described and subjected to column chromatography on silica gel eluting with 5% ethanol in chloroform to afford a pale yellow oil (765 mg) which was converted to the HCl salt and crystallised to afford the title compound as a white solid. m.p. >195° C. dec.(from methanol-diethyl ether).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05773463
Source datasetuspto-grants-1998_06
ORD IDord-8db44a113bad4dd7817b2f4b760815d8
Source noteuspto-grants-1998_06