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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 965208Generated: November 1, 2026

2-Benzylaniline → (+/-) trans 1-(2-Benzylanilino)-2-ethoxycarbonylaminoindane

https://huagongshe.com/reaction/965208

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-BenzylanilineHCID 119805—
Reactant(3AR,8bS)-2-ethoxy-4,8b-dihydro-3aH-indeno[2,1-d]oxazoleHCID 18661302—
Catalystp-Toluenesulfonic acid monohydrateHCID 521998—
SolventTolueneHCID 1140—
SolventDiethyl EtherHCID 3283—
Product(+/-) trans 1-(2-Benzylanilino)-2-ethoxycarbonylaminoindaneHCID 5404440687.2%

Reaction Steps

A solution of (±) cis-2-ethoxy-3a,8b-dihydro-4H-indeno[2,1-d]oxazole (2.0 g, 0.01 mol) in dry toluene (15 ml) was treated with 2-benzylaniline (1.83 g, 0.01 mol) and a catalytic amount of p-toluenesulfonic acid monohydrate (50 mg), and the mixture was heated at 60° C. for 1.5 h. The reaction was diluted with diethyl ether, and washed with water followed by brine. The organic phase was dried over Na2SO4 and concentrated in vacuo to give the title compound as a brown foam (3.37 g) which was used in the next stage without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05773463
Source datasetuspto-grants-1998_06
ORD IDord-57700ea61c684b17a676431f4577f92a
Source noteuspto-grants-1998_06