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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 965235Generated: October 31, 2026

Ethanol → (+/-)cis-1-(2-Benzylphenoxy)-2-dimethylaminoindane Hydrochloride

https://huagongshe.com/reaction/965235

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantChloroformHCID 6212—
ReactantTetrahydrofuranHCID 8028—
Reactantcis-1-(2-benzylphenoxy)-2-(N-methyl-N-tert-butoxycarbonylamino)indaneHCID 18661285—
ReactantAluminium lithium hydrideHCID 21226445—
Product(+/-)cis-1-(2-Benzylphenoxy)-2-dimethylaminoindane HydrochlorideHCID 18661281—

Reaction Steps

The title compound was prepared in a similar manner to Example 12 from LiAlH4 (401 mg, 10.6 mmol), cis-1-(2-benzylphenoxy)-2-(N-methyl-N-tert-butoxycarbonylamino)indane (453 mg, 1.06 mmol) and tetrahydrofuran (50 ml). After a reaction time of 3 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 green oil (331 mg) which was converted to the HCl salt and crystallised to afford the title compound as a white solid. m.p. 222°-225° C. (from methanol-diethyl ether).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05773463
Source datasetuspto-grants-1998_06
ORD IDord-a6ce6845aa2148e28758720e45e70ba9
Source noteuspto-grants-1998_06