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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 425500Generated: October 25, 2026

5,6,7,8-Tetrahydro-2-naphthol → ethyl [3-hydroxy-3-(3-hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)-2-oxo-2,3-dihydro-1H-indol-1-yl]acetate

https://huagongshe.com/reaction/425500

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5,6,7,8-Tetrahydro-2-naphtholHCID 14305—
ReactantEthyl isatin-N-acetateHCID 38750—
ReactantSesamolHCID 68289—
Reactant4-bromo-1-pentyl-1H-indole-2,3-dioneHCID 28492458—
Productethyl [3-hydroxy-3-(3-hydroxy-5,6,7,8-tetrahydronaphthalen-2-yl)-2-oxo-2,3-dihydro-1H-indol-1-yl]acetateHCID 58872545—

Reaction Steps

Following the procedure as described in PREPARATION 1C, and making non-critical variations to replace 4-bromo-1-pentyl-1H-indole-2,3-dione with ethyl (2,3-dioxo-2,3-dihydro-1H-indol-1-yl)acetate, and 1,3-benzodioxol-5-ol with 5,6,7,8-tetrahydronapthalen-2-ol, the title compound was obtained (81%): 1H NMR (300 MHz, CDCl3) δ 8.61 (s, 1H), 7.54 (dd, 1H), 7.38 (td, 1H), 7.20 (t, 1H), 6.80 (d, 1H), 6.76 (s, 1H), 6.50 (s, 1H), 4.45 (ABq, 2H), 4.21 (q, 2H), 4.18-4.14 (br, 1H), 2.73-2.47 (m, 4H), 1.77-1.63 (m, 4H), 1.24 (t, 3H); MS (ES+) m/z 364 (M−17), 404 (M+23)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106087B2
Source datasetuspto-grants-2012_01
ORD IDord-1a0f23f1d5544e31a5c01b6083fceb62
Source noteuspto-grants-2012_01