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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2060885Generated: November 3, 2026

Trifluoroacetic acid → 6,7-Difluoro-3,3a,4,8b-tetrahydroindeno[2,1-d]oxazol-2-one

https://huagongshe.com/reaction/2060885

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylsilaneHCID 12052—
Reactant(5,6-Difluoro-1-oxoindan-2-yl)carbamic acid benzyl esterHCID 59401382—
Product6,7-Difluoro-3,3a,4,8b-tetrahydroindeno[2,1-d]oxazol-2-oneHCID 59401394—

Reaction Steps

To (5,6-difluoro-1-oxoindan-2-yl)carbamic acid benzyl ester (Preparation 79) (238 mg, 0.75 mmol) was added TFA (5 mL) and triethylsilane (0.59 mL, 3.75 mmol). The reaction mixture was stirred for 24 h. Solvent was removed in vacuo and the residue purified by column chromatography (MeOH:DCM 5:95) to give the title compound: δH (CDCl3) 3.06-3.15 (1H, m), 3.29 (1H, dd), 4.79 (1H, t), 5.98 (1H, d), 7.10 (1H, dd), 7.27-7.35 (1H, m), 12.02 (1H, s).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08278442B2
Source datasetuspto-grants-2012_10
ORD IDord-81621b83403d4ce184fd06d6907d83d5
Source noteuspto-grants-2012_10