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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1297755Generated: October 26, 2026

alpha-Bromo-o-chlorotoluene → 1-(2-Chloro-benzyl)-7-ethyl-1h-indole-2,3-dione

https://huagongshe.com/reaction/1297755

Reaction equation

Participants

RoleNameHCIDCharge
Reactantalpha-Bromo-o-chlorotolueneHCID 11905—
Reactant7-ethyl-2,3-dihydro-1H-indole-2,3-dioneHCID 247365—
Reactant2-tert-butylimino-N,N-diethyl-1-methyl-1,3,2lambda5-diazaphosphinan-2-amineHCID 19990018—
Product1-(2-Chloro-benzyl)-7-ethyl-1h-indole-2,3-dioneHCID 5891472385%

Reaction Steps

Using a method similar to Preparation 15, with 7-ethylisatin (88 mg, 0.5 mmol), 2-tert-butylimino-2-diethylamino-1,3-dimethyl-perhydro-1,3,2-diazaphosphorine on polystyrene beads(630-720 mg, 1.4-1.6 mmol, 2.2 mmol/g, Fluka) and 2-chlorobenzyl bromide (0.065 mL, 0.5 mmol) gives 121 mg (85%) of the title compound as crude material as a red-orange solid. MS (ES): m/z=300 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07250442B2
Source datasetuspto-grants-2007_07
ORD IDord-72ef6f480ddb4fdd87c80d0992694c21
Source noteuspto-grants-2007_07