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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2277349Generated: October 31, 2026

Trimethyl borate → 8,8-Dimethyl-8H-indolo[3,2,1-de]acridine-6-boronic acid

https://huagongshe.com/reaction/2277349

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrimethyl borateHCID 8470—
Reactant6-Bromo-8,8-dimethyl-8H-indolo[3,2,1-de]acridineHCID 67109735—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventCyclohexaneHCID 8078—
Product8,8-Dimethyl-8H-indolo[3,2,1-de]acridine-6-boronic acidHCID 67326198—

Reaction Steps

93.7 g (259 mmol) of 6-bromo-8,8-dimethyl-8H-indolo[3,2,1-de]acridine are dissolved in 1500 ml of dry THF, 135 ml (337 mmol) of a 2.5 M solution of n-butyllithium in cyclohexane are added dropwise at −70° C., after 1 h 37 ml of trimethyl borate (336 mmol) are added dropwise, the mixture is warmed to room temperature over the course of 1 h, the solvent is removed, and the residue, which is uniform according to 1H-NMR, is employed in the subsequent reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09133119B2
Source datasetuspto-grants-2015_09
ORD IDord-b811b8c28ad6423b8fe72bc2ee85c13d
Source noteuspto-grants-2015_09