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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1182734Generated: November 2, 2026

HCID 67378212, compound → 3'H-Spiro[azepane-4,1'-[2]benzofuran]

https://huagongshe.com/reaction/1182734

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 67378212HCID 67378212—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product3'H-Spiro[azepane-4,1'-[2]benzofuran]HCID 6736632690.4%

Reaction Steps

A solution of (RS)-1-benzyl-3′H-spiro[azepane-4,1′-[2]benzofuran] (4.00 g, 13.6 mmol) in methanol (50 ml) in an autoclave was purged with argon. After addition of the palladium catalyst (10% Pd on activated charcoal, 1 g) the autoclave was pressurized with 5 bar of hydrogen gas. The mixture was stirred over night at room temperature. The catalyst was removed by filtration and the filtrate was concentrated in vacuo. The residue was partitioned between ethyl acetate and aqueous sodium hydroxide solution (pH 14). The layers were separated and the aqueous layer was extracted with ethyl acetate. The combined organic layers were dried over sodium sulfate and concentrated in vacuo to give the title compound as white solid (2.5 g, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664216B2
Source datasetuspto-grants-2014_03
ORD IDord-e61dc7e63a2643baa26baf26e56ff716
Source noteuspto-grants-2014_03