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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2267477Generated: October 30, 2026

Dichloromethane → Methyl 5-bromoindoline-7-carboxylate

https://huagongshe.com/reaction/2267477

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantSodium HydroxideHCID 14798—
Reactant1-Tert-butyl 7-methyl 5-bromoindoline-1,7-dicarboxylateHCID 49758856—
SolventTrifluoroacetic acidHCID 6422—
ProductMethyl 5-bromoindoline-7-carboxylateHCID 49758858101.5%

Reaction Steps

1-(1,1-dimethylethyl) 7-methyl 5-bromo-2,3-dihydro-1H-indole-1,7-dicarboxylate (9 g, 25 mmol) was dissolved in trifluoroacetic acid (6 mL) and stirred at room temperature for 16 hours. Dichloromethane and sodium hydroxide solution (2 M) were added and the organic layer washed twice with sodium hydroxide solution until the aqueous layer pH>7. The organic layer was then concentrated in vacuo to give the title compound as a brown solid (6.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07858796B2
Source datasetuspto-grants-2010_12
ORD IDord-cb99fcd4763944c0bbd63e882af8309d
Source noteuspto-grants-2010_12