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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1859550Generated: November 1, 2026

Hydrochloric Acid → 6-(tert-Butyl)indoline

https://huagongshe.com/reaction/1859550

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1h-Indole-1-carboxylic acid,6-(1,1-dimethylethyl)-2,3-dihydro-,1,1-dimethylethyl esterHCID 54092959—
SolventDichloromethaneHCID 6344—
Product6-(tert-Butyl)indolineHCID 22572945—

Reaction Steps

6-tert-Butyl-2,3-dihydro-indole-1-carboxylic acid tert-butyl ester (Prepared in Example HH; 12.0 g) in CH2Cl2 (100 mL) was cooled to 0° C. and treated with HCl gas for 10 minutes. The reaction mixture was warmed to room temperature and stirred for 1 hour. The solvents were evaporated; the residue was dissolved in EtOAc, washed with saturated NaHCO3 solution and brine, and dried (MgSO4) Concentration gave the title compound which was used without any further purification. MS(APCI): 176 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06528510B1
Source datasetuspto-grants-2003_03
ORD IDord-49c254a02f17418f9170ad1b79870769
Source noteuspto-grants-2003_03