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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2360138Generated: October 31, 2026

4-Methoxybenzylamine → HCID 86659867, compound

https://huagongshe.com/reaction/2360138

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-MethoxybenzylamineHCID 75452—
ReactantDiisopropylethylamineHCID 81531—
ReactantTriphosgeneHCID 94429—
Reactant1-Benzylindolin-5-olHCID 86659857—
SolventHydrochloric AcidHCID 313—
SolventDichloromethaneHCID 6344—
SolventHexaneHCID 8058—
ProductHCID 86659867HCID 8665986768.3%

Reaction Steps

To a solution of 1-benzylindolin-5-ol (15.0 mg, 66.6 μmol) in 0.50 mL of dry dichloromethane was added triphosgene (6.9 mg, 23 μmol) and N,N-diisopropylethylamine (14 μL, 82 μmol), successively. After the reaction mixture was stirred at room temperature for 10 min, 4-methoxybenzylamine (17 μL, 0.13 mmol) was added. After the reaction mixture was stirred at the same temperature for 30 min, the reaction mixture was diluted with hexane (1 mL) and 1 M HCl (2 mL). The organic layer was purified directly by silica gel column chromatography (eluting with hexane/ethyl acetate or chloroform/methanol) to obtain the title compound as a white solid (6.1 mg, 24%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08686024B2
Source datasetuspto-grants-2014_04
ORD IDord-3550046c49c54e6b897e262750302c98
Source noteuspto-grants-2014_04