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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57313Generated: October 25, 2026

DMF Phosphorus oxychloride → 5-(difluoromethoxy)-1H-indole-3-carboxylic acid

https://huagongshe.com/reaction/57313

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDMF Phosphorus oxychlorideHCID 13765457—
Reactant5-(difluoromethoxy)-1H-indoleHCID 66737958—
ReactantSodium chlorite sodium dihydrogen phosphateHCID 86629097—
Solvent1,4-DioxaneHCID 31275—
Product5-(difluoromethoxy)-1H-indole-3-carboxylic acidHCID 57646514—

Reaction Steps

5-Difluoromethoxyindole (PCT 2007/096395) was formylated at the 3-position using the Vilsmeyer-Haack protocol (phosphorous oxychloride/DMF). The resulting aldehyde was oxidized with sodium chlorite/sodium dihydrogen phosphate in aqueous dioxane. MS (m/e) 227.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434724B2
Source datasetuspto-grants-2016_09
ORD IDord-1003ecbd72b848fda0859a211150ff71
Source noteuspto-grants-2016_09