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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1646225Generated: November 2, 2026

Aluminium lithium hydride → 2-NAPHTHALENAMINE, 1,2,3,4-TETRAHYDRO-N-METHYL-

https://huagongshe.com/reaction/1646225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAluminium lithium hydrideHCID 21226445—
ReactantPhenylmethyl 1,2,3,4-tetrahydronaphthalene-2-carbamateHCID 54429858—
SolventTetrahydrofuranHCID 8028—
Product2-NAPHTHALENAMINE, 1,2,3,4-TETRAHYDRO-N-METHYL-HCID 13579644112.3%

Reaction Steps

7.43 g (26.4 mmol) of phenylmethyl 1,2,3,4-tetrahydronaphthalene-2-carbamate were added in portions to a suspension of 4.5 g (26.4 mmol) of lithium aluminium hydride in 200 ml of tetrahydrofuran and the mixture was heated to reflux for 3 h 30, allowed to cool, and hydrolysed with an excess of aqueous 1N sodium hydroxide solution, the mixture was filtered and concentrated, and the residue was distilled at about 80 Pa between 140 and 240° C. 4.78 g of impure oil were obtained, which was utilised in its impure state in the following step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05179108
Source datasetuspto-grants-1993_01
ORD IDord-d8195d5b7dda4d5c8f0f31c082dfd204
Source noteuspto-grants-1993_01