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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 562008Generated: October 29, 2026

Dichloromethane → Methyl 5-bromoindoline-7-carboxylate

https://huagongshe.com/reaction/562008

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 numberUS08063071B2
Source datasetuspto-grants-2011_11
ORD IDord-f4319135c6c54e3ba7a307dcd6527d52
Source noteuspto-grants-2011_11