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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 877460Generated: October 29, 2026

Trifluoroacetic acid → HCID 67377640, compound

https://huagongshe.com/reaction/877460

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 67378293HCID 67378293—
SolventDichloromethaneHCID 6344—
ProductHCID 67377640HCID 6737764070.8%

Reaction Conditions

Temperature0 °C

Reaction Steps

tert-Butyl 5,6-dichloro-1-oxo-3,4-dihydro-1H-carbazole-9(2H)-carboxylate (intermediate 1b) (0.9 g, 2.5 mmol) was dissolved in DCM (15 mL), cooled to 0° C., and TFA (1.6 mL) was added. The reaction mixture was stirred at 0° C. for 1 h, neutralized with saturated NaHCO3 (20 mL) and extracted with DCM (2×20 mL). The combined organic extracts were dried over Na2SO4 and concentrated in vacuo to give the title compound as a white solid (450 mg, 70%) which was directly in the next step without further purification. 1H NMR (500 MHz, CDCl3, δ in ppm) 9.18 (bs, 1H), 7.38 (d, J=9.0 Hz, 1H), 7.28 (d, J=9.5 Hz, 1H), 3.37 (t, J=6.0 Hz, 2H), 2.67 (t, J=7.0 Hz, 2H), 2.30-2.25 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08987319B2
Source datasetuspto-grants-2015_03
ORD IDord-d9d80199269a44488ae7536a441b161d
Source noteuspto-grants-2015_03