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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 576241Generated: October 25, 2026

1-Naphthol → ethyl 7-bromo-3-(3-(naphthalen-1-yloxy)propyl)-1H-indole-2-carboxylate

https://huagongshe.com/reaction/576241

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-NaphtholHCID 7005—
ReactantTriphenylphosphineHCID 11776—
ReactantDi-tert-butyl azodicarboxylateHCID 97268—
Reactantethyl 7-bromo-3-(3-hydroxypropyl)-1H-indole-2-carboxylateHCID 68943187—
SolventTetrahydrofuranHCID 8028—
Productethyl 7-bromo-3-(3-(naphthalen-1-yloxy)propyl)-1H-indole-2-carboxylateHCID 68938945—

Reaction Steps

To a mixture of Example 1B (10.87 g), 1-naphthol (5.77 g) and triphenylphosphine (10.5 g) in THF (100 mL) was added di-tert-butyl azodicarboxylate (9.21 g). The mixture was stirred for 3 days, concentrated, redissolved in dichloromethane, washed with water and brine and dried (MgSO4), filtered and concentrated. The concentrate was purified by flash column chromatography on silica gel with 0-10% ethyl acetate in hexanes. The product was recrystallized from hexanes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09035047B2
Source datasetuspto-grants-2015_05
ORD IDord-3ba693ad7b2b4bb29f96414849c373fb
Source noteuspto-grants-2015_05