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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2385214Generated: October 25, 2026

Trifluoroacetic acid → 2'-Oxo-1,2'-dihydrospiro[1-benzofuran-3,3'-indole]-6-carbonitrile

https://huagongshe.com/reaction/2385214

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant1'-(Diphenylmethyl)-2'-oxo-1,2'-dihydrospiro[1-benzofuran-3,3'-indole]-6-carbonitrileHCID 59352644—
SolventTriethylsilaneHCID 12052—
Product2'-Oxo-1,2'-dihydrospiro[1-benzofuran-3,3'-indole]-6-carbonitrileHCID 5935240174.5%

Reaction Steps

To a suspension of 1′-(diphenylmethyl)-2′-oxo-1′,2′-dihydrospiro[1-benzofuran-3,3′-indole]-6-carbonitrile (1.9 g, 4.4 mmol) in triethylsilane (5.0 mL) was added trifluoroacetic acid (10.0 mL). The solution was heated at reflux for 6 h, allowed to cool to ambient temperature and concentrated in vacuo to obtain 2′-oxo-1′,2′-dihydrospiro[1-benzofuran-3,3′-indole]-6-carbonitrile (0.86 g, 74%) as a colorless solid which was carried forward without purification MS (ES+) m/z 263.0 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08263606B2
Source datasetuspto-grants-2012_09
ORD IDord-fbf384c4f5524fd4a174d690b4604891
Source noteuspto-grants-2012_09