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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 452325Generated: October 30, 2026

Formic Acid → 6-(1H-Benzo[d]imidazol-2-yl)naphthalen-2-ol

https://huagongshe.com/reaction/452325

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
ReactantMethanolHCID 887—
ReactantHCID 59489481HCID 59489481—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product6-(1H-Benzo[d]imidazol-2-yl)naphthalen-2-olHCID 136204792109.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

T470 To a solution of 2-(6-(benzyloxy)naphthalen-2-yl)-1H-benzo[d]imidazole (73 mg, 0.21 mmol) in THF (2 mL) was added MeOH (2 mL), Pd—C (10%, 30 mg), and formic acid (0.30 mL). The mixture was flushed with argon and sealed in a microwave vial. The mixture was heated at 100° C. for 5 minutes in a microwave synthesizer. The mixture was filtered off Pd—C and the filtrate was concentrated to give T470 as a white solid (60 mg, 94%). 1H NMR (400 MHz, CD3OD): δ 8.46 (t, J=1.0 Hz, 1H), 8.12 (s, 1H), 8.05 (dd, J=8.8, 2.0 Hz, 1H), 7.85 (d, J=9.6 Hz, 1H), 7.79 (d, J=8.8 Hz, 1H), 7.62 (m, 2H), 7.29 (m, 2H), 7.16 (m, 2H); MS (ESI): 261 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08491869B2
Source datasetuspto-grants-2013_07
ORD IDord-38eb08123fc64f90a2faa61e9ecb35c5
Source noteuspto-grants-2013_07